Sucrose-d - ≥99% , CAS No.S1440512

CAS: S1440512 Cat. No.: S1440512 Formule: C₁₂H₈D₁₄O₁₁ Poids moléculaire: 356.38

GRADE & PURITY ≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

Vue d’ensemble

Sucrose-d 14 is the deuterium labeled Sucrose. Sucrose (D-(+)-Saccharose) is a disaccharide which is composed of two monosaccharides , glucose and fructose. Sucrose can be applied in some animal models, including metabolic disease , obesity, diet on preferen

Specifications

Spécifications et pureté

≥99%

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥99%

Noms et identifiants

Poids moléculaire

356.38

Application Protocols

No item-specific, validated protocols are provided for this SKU. The following generalized procedures illustrate typical research uses of deuterated sucrose; optimize for your system.

• NMR tracer solution (example workflow):

  1. Weigh deuterated sucrose quickly to limit atmospheric moisture uptake.
  2. Dissolve to 50–200 mM in D2O. Optionally add 0.5–1.0 mM DSS-d6 as reference.
  3. Transfer to NMR tube; cap tightly. Acquire 1H/2H/13C spectra at 20–25 °C. For exchange studies, record time-course spectra and maintain sealed conditions to limit H2O ingress.

• Isotope-dilution LC–MS quantitation (outline):

  1. Prepare calibration standards of unlabeled sucrose in water with a fixed spike of deuterated sucrose (known isotopic purity).
  2. Extract/clarify samples; desalting via SPE (graphitized carbon or HILIC-compatible) can improve response.
  3. Analyze by HILIC or ion chromatography with volatile buffers (e.g., 5–20 mM ammonium acetate); monitor transitions corresponding to labeled/unlabeled ions.
  4. Quantify using the ratio of analyte to internal standard, correcting for enrichment.

• Enzymatic hydrolysis tracking:

  1. Incubate deuterated sucrose with invertase at pH ~5 (acetate buffer) and 30–37 °C.
  2. Quench aliquots over time; analyze products by NMR/MS to follow label distribution into glucose/fructose.

Note: These are general guidelines; consult the SDS and your institutional SOPs.

Biological Roles

General biochemistry (literature; not specific to this item’s label pattern):

• Sucrose is a central disaccharide in plants, serving as the major transport carbohydrate from photosynthetic tissues to sinks via the phloem.
• It is nonreducing due to its acetal linkage (Glc α1→2 Fru), conferring stability relative to reducing sugars.
• Hydrolysis by sucrase/invertase yields glucose and fructose, entering glycolysis and fructolysis, respectively.
• In microbes, sucrose metabolism proceeds via invertases or phosphotransferase systems leading to fructose-6-phosphate and glucose-6-phosphate intermediates.
• Osmotic roles: contributes to osmoprotection and turgor regulation in plant cells.

Role of deuterated sucrose:

• Tracing: enables isotope-based tracking of uptake, hydrolysis, and incorporation into metabolites using MS (mass shifts due to 2H) or NMR (signal attenuation at labeled positions).
• Kinetic isotope effects: deuteration at C–H positions can modestly alter enzyme kinetics; exchangeable OD labeling will not inform carbon flux once exchanged in H2O.
• Structural studies: isotopic substitution can assist neutron diffraction or IR spectroscopy through shifted vibrational modes.

Buffer Applications

Not typically used as a buffering agent. Sucrose lacks acid–base functionality in the physiological pH range and does not provide defined pKa buffering capacity.

Practical uses in aqueous systems (general):

• Osmotic stabilizer/cryoprotectant adjunct: added to buffers to control osmolarity and stabilize proteins or vesicles during handling and lyophilization (literature).
• Density modifier: used to create cushioning layers or gradients for centrifugation (e.g., sucrose cushions).
• Enzymatic assays: carbon source in defined media; note that pH control must come from true buffers (phosphate, HEPES, MOPS).
• With deuterated sucrose: when solution isotopic integrity matters, prepare in D2O-based buffers and minimize exposure to H2O to limit back-exchange at hydroxyls.

Recipe note: For gradient or osmotic applications, calculate concentrations by weight/volume, confirm refractive index or density empirically, and filter-sterilize solutions if sterility is required.

Green Alternatives

Context: As a benign, bio-based carbohydrate, sucrose is generally considered low hazard relative to many organic reagents. The “green” considerations here focus on solvent/media choices and isotopic labeling logistics rather than replacing the molecule itself.

Greener practice options:

• Solvent/matrix selection: favor water or D2O over organic solvents when possible; minimize use of chlorinated or high-VOC solvents.
• Workflows: adopt aqueous HILIC or IC methods instead of normal-phase systems requiring hazardous eluents.
• Energy and waste: dissolve at ambient temperature; avoid unnecessary heating that can lead to caramelization and waste.
• Label stewardship: deuterated materials are resource-intensive; design experiments to optimize atom economy (e.g., micro-scale tracer studies) and recover solutions when feasible.

Comparison (general):

• Deuterated sucrose vs unlabeled sucrose
  • Environmental/health profile: similar and favorable.
  • Resource intensity: deuterated materials require D2O or deuterated reagents—higher footprint; use judiciously.
  • Performance: deuterated offers analytical advantages (isotopic contrast) not achievable by unlabeled sucrose.

Tradeoffs:

• Using unlabeled sucrose for routine assays reduces cost and environmental burden but forfeits tracer capability.
• Using 13C-labeled sugars may be complementary; choose isotope based on detection method (NMR vs MS) and desired pathway resolution.

Pharmaceutical Uses

Therapeutic/clinical claims: none. Research-use only.

General formulation roles of sucrose (literature context; not specific to this item):

• Excipent: bulking agent, cryo/lyoprotectant in parenteral and biotherapeutic formulations; stabilizes proteins by preferential exclusion and glass formation upon drying.
• Taste masking and tonicity contributor in oral liquids.
• Tablet processes: binder/filler in granulation.

Considerations for deuterated sucrose:

• Typically reserved for analytical development and research (e.g., tracer studies, release testing by isotope-dilution MS).
• Pharmacopeial monographs apply to unlabeled sucrose; deuterated variants generally do not have compendial status and should be qualified per internal analytical standards.
• For LC–MS quantitation, isotopically labeled standards can correct for matrix effects and recovery, provided isotopic purity and co-elution with the analyte are verified.

Physical Properties

Item-specific specifications (this product): Not specified for this item; refer to CoA/Spec Sheet.

General/literature values for unlabeled sucrose (for context; deuteration may slightly alter values):

• Appearance: white crystalline solid (literature)
• Melting behavior: ~185–188 °C with decomposition/caramelization (literature)
• Boiling point: not applicable (decomposes before boiling; nonvolatile) (literature)
• Density (solid): ~1.59 g/cm³ at 20 °C (literature)
• Aqueous solubility: very high; ~200 g/100 mL H2O at 20 °C; increases with temperature (literature). Highly soluble also in D2O (qualitative literature consensus).
• Solubility in organic solvents: limited in most aprotic organics; soluble in polar protic mixtures (e.g., MeOH/H2O) (literature).
• pKa: not applicable (polyol with no acidic/basic centers in water at neutral pH; hydroxyl pKa >> 12) (literature).
• LogP: not meaningful; extremely hydrophilic (calculated cLogP ≪ 0 for neutral carbohydrate) (literature/computed).
• Optical rotation (sucrose): [α]D 20 ≈ +66.5° (c ~2, H2O) (literature). Isotopic substitution may produce small, usually negligible changes in [α]D.

Notes for deuterated sucrose:

• Exchangeable deuterons (OD) will back-exchange in H2O, altering isotopic content; use D2O or dry solvents to preserve labeling.
• NMR: 2H labeling suppresses 1H signals at labeled positions and may shift 13C coupling patterns (general observation).

Quality and Grades

Grade/purity, stabilizers, and item-specific analytical limits: Not specified for this item; refer to CoA/Spec Sheet.

Guidance on interpreting grades (general):

• Research grade carbohydrates are typically supplied at high chemical purity for analytical and synthetic work; residual moisture and ash/metals can matter for sensitive assays (e.g., MS, NMR).
• Isotopic materials are often qualified by isotopic enrichment and positional labeling. For deuterated sucrose, key parameters include:
  • Overall D enrichment (atom % D).
  • Site-specific labeling (exchangeable OD vs carbon-bound 2H).
  • Residual proton content following storage/handling.
  • Water content and residual solvents.
• If used as an internal standard, low levels of salts/metals and known isotopic purity help minimize ion suppression and ensure accurate quantitation.

What to check on the CoA/Spec Sheet for this item:

• Exact labeling pattern or statement (e.g., uniformly deuterated vs selectively deuterated).
• Chemical purity (%), isotopic enrichment (%D), residual H2O, and any stabilizer/anti-caking agent.
• Analytical methods used (NMR, MS, Karl Fischer).
• Recommended chromatographic or spectroscopic suitability, if applicable.

Reaction and Applications

Manufacturer applications: Not specified beyond general research use; expanded context provided below.

Typical uses of deuterated sucrose (literature/general):

• Isotopic tracer in metabolic studies: track sucrose uptake, cleavage by sucrase/invertase, and downstream incorporation into hexose phosphates and glycolytic/TCA intermediates via MS or NMR.
• NMR methodology: use as a 2H or 1H-edited probe to study exchange kinetics, hydrogen bonding in carbohydrate matrices, or solvent–solute interactions.
• Internal standard/spike for quantitative MS of sugars in complex matrices, leveraging distinct isotopic mass shifts.
• Plant physiology: tracing phloem loading/export, sink-source dynamics, and storage carbohydrate turnover.
• Food science: studying crystallization, glass transition, and diffusion in amorphous sugar systems with isotopic contrast.

Practical tips:

• Protect labeling: prepare and store solutions in D2O or anhydrous solvents to minimize back-exchange at hydroxyl positions.
• Quantitation: document enrichment and labeling pattern; adjust calibration curves for isotopic purity and potential isotope effects on ionization.
• Enzymatic assays: invertase or sucrase reactions can be monitored by the appearance of labeled glucose/fructose; carefully control pH (≈5 for invertase; literature) and temperature to avoid undesired exchange.
• Sample workup for MS: desalt using SPE (graphitized carbon or HILIC-compatible cartridges) to improve sensitivity; avoid borate buffers which form complexes with polyols and complicate spectra.

Reaction Conditions

No item-specific reaction conditions are provided. The following are general literature guidelines for working with sucrose and its derivatives; adapt to your specific transformation.

• Acylation/etherification: pyridine or DMAP-catalyzed acylations in polar aprotic solvents (e.g., DCM/DMF) at 0–25 °C; multi-acylation occurs readily—use stoichiometry and protecting-group strategy to control selectivity.
• Selective primary OH reactions: TEMPO/NaOCl or laccase-mediated oxidations at 0–10 °C in buffered aqueous media to target the primary alcohol (e.g., C6 of glucose).
• Enzymatic hydrolysis: invertase or sucrase typically operates near pH 4.5–5.5 and 30–50 °C (literature), yielding glucose and fructose; monitor by HPLC or MS to track isotope fate.
• Solid-state studies: prepare glasses by aqueous solution casting followed by lyophilization; anneal below glass transition to preserve amorphous state.
• NMR sample prep: 10–100 mM in D2O for 2H/1H studies; add 0.1–1 mM TSP-d4 or DSS-d6 for referencing if compatible. Minimize H2O to avoid back-exchange of OD labels.
• MS conditions: ESI in negative or positive mode with aqueous mobile phases; use volatile buffers (≤10–20 mM ammonium acetate/formate). Desalt samples to improve sensitivity.

Note: If preserving non-exchangeable 2H at carbon is critical, avoid prolonged strong acid/base and elevated temperatures that may promote H/D scrambling in certain transformations.

Safety and Handling

GHS classification, signal word, pictograms, H-statements for this item: Not specified for this item; refer to the product SDS for authoritative safety information.

General safety guidance (for research use only):

• Likely low acute hazard typical of carbohydrates; nonetheless, handle as a laboratory chemical. Avoid inhalation of dust and contact with eyes/skin.
• Personal protective equipment: lab coat, safety glasses, and appropriate gloves (e.g., nitrile). Use a dust mask or work in a fume hood if handling powders extensively.
• Incompatibilities: strong oxidizers may react with polyhydroxy compounds; avoid strong dehydrating acids/bases at elevated temperatures (risk of charring/caramelization).
• Thermal stability: decomposes on strong heating; do not autoclave in the dry state.
• Hygroscopicity: carbohydrates can absorb moisture; keep container tightly closed to maintain labeling integrity and mass consistency.
• First aid (overview; consult SDS):
  • Inhalation: move to fresh air; seek medical attention if symptoms persist.
  • Skin/eye contact: rinse with water for several minutes; remove contaminated clothing; seek medical advice if irritation persists.
  • Ingestion: rinse mouth with water; do not induce vomiting; seek medical advice if large amounts involved.
• Fire safety: combustible organic solid; use water spray, CO2, or dry chemical. Combustion may produce CO/CO2 and carbonized residues.

Always defer to the official SDS and institutional EHS procedures.

Solvent Selection

Applicability: This product is a solid carbohydrate (not a solvent). The relevant consideration is dissolution for use in analytical or biochemical systems.

Solubility profile (general/literature):

• Highly soluble in water and D2O; solubility increases with temperature.
• Soluble in certain polar protic media (e.g., water–methanol, water–ethanol). Poorly soluble in aprotic solvents (e.g., acetonitrile, ethers, hydrocarbons).

Practical selection:

• NMR: choose D2O to preserve exchangeable deuterium and to minimize back-exchange; for 1H NMR of labeling patterns, consider mixed D2O/DMSO-d6 to modulate exchange rates.
• MS workflows: water or aqueous buffers (volatile salts such as ammonium formate/acetate) with careful control of pH; avoid high-salt buffers that suppress ionization.
• Enzymology/metabolism: buffered aqueous systems (phosphate, HEPES, MOPS) at near-neutral pH; for osmotic or plant studies, pure water or defined media.
• Drying prior to nonaqueous manipulations: co-evaporate from dry methanol or t-BuOH, then vacuum-dry to reduce water carryover (general practice).

Comparison notes:

• Versus glucose/fructose: sucrose is nonreducing (acetal blocked), improving stability against Maillard-type reactions in some applications.
• Versus labeled 13C-glucose: deuterated sucrose offers orthogonal tracer signatures in 1H/2H NMR and MS but can undergo H/D exchange at hydroxyls unless handled in deuterated media.

Storage and Reconstitution

• Storage conditions (item-specific): Store at 2–8 °C.
• Shipping (item-specific): Shipped on wet ice.
• Research use only.

General guidance for this material class:

• Container: keep tightly closed to limit moisture uptake and isotopic back-exchange. Consider storing under dry inert atmosphere or with a desiccant if compatible with supplier packaging.
• Light/temperature: protect from excessive heat; avoid repeated warming/cooling cycles.
• Shelf life: verify on the CoA; isotopic enrichment of exchangeable sites can decrease over time if exposed to ambient humidity.

Reconstitution:

• Solvent choice: use D2O for NMR/tracer applications to preserve exchangeable deuterium; use high-purity water for general aqueous work where OD labeling is not critical.
• Concentration: commonly prepared at 10–50% w/v for osmotic/density applications; 10–200 mM for spectroscopy (adjust to instrument sensitivity).
• Technique: add solvent incrementally with gentle mixing to fully dissolve; filter-sterilize through 0.22 µm membrane if sterility is required.
• Storage of solutions: refrigerate (2–8 °C) for short term; for extended storage, aliquot and freeze to limit microbial growth. For D2O solutions, use tightly sealed vials to minimize H/D exchange with atmospheric moisture.

Always consult the product CoA/Spec Sheet and SDS for final, item-specific instructions.

Structure and Identity

Item-specific identifiers provided: Not specified for this item; refer to CoA/Spec Sheet.

• Product name: Sucrose-d (deuterated sucrose; isotopologue of sucrose)
• CAS: S1440512 (catalog placeholder; not a registry CAS)
• SMILES/InChI/InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula, Molecular weight: Not specified for this item; refer to CoA/Spec Sheet. (Note: exact formula/MW depend on the number/positions of deuterium incorporated.)

Structural features (general chemistry knowledge):

• Sucrose is a nonreducing disaccharide composed of D-glucopyranose (α-D-Glcp) and D-fructofuranose (β-D-Fruf) linked via an acetal between C1 of glucose and C2 of fructose (α-D-Glcp-(1→2)-β-D-Fruf).
• Multiple stereogenic centers: glucose ring (pyranose) and fructose ring (furanose) each contribute defined D-stereochemistry.
• Functional groups: one acetal (glycosidic) linkage and eight free secondary/primary alcohols (positions vary across the two rings).
• Deuterated variant: one or more hydrogens are replaced by deuterium (2H). Sites may include hydroxyl protons (exchangeable) and/or carbon-bound hydrogens (non-exchangeable), depending on synthesis route; exact labeling pattern is not specified for this item.

2D description in words:

• A six-membered glucopyranose ring in chair conformation connected through an acetal to a five-membered fructofuranose ring; numerous hydroxyls arranged in a defined stereochemical pattern around both rings. "-d" denotes isotopic substitution with 2H at unspecified positions.

Synthetic Utility

General carbohydrate chemistry insights (literature):

• Functional groups: eight hydroxyls enable rich derivatization—acetylation/benzylation, silylation, or carbonate formation for protection strategies.
• Glycosyl donor/acceptor behavior: sucrose is nonreducing; selective activation at specific OH positions (e.g., 6-O, 2′-O) allows formation of esters/ethers; conversion to sucrose-derivatives (e.g., sucrose acetate isobutyrate) illustrates multi-site acylation.
• Oxidation chemistry: periodate cleavage is limited due to 1,2-diol patterns; TEMPO or selective enzymatic oxidations can target primary alcohols.
• Polymer/conjugate formation: formation of glycopolymers or surface immobilization via linker installation on primary OH.

Value of deuteration:

• Isotopic reporters: C–D incorporation supports IR (shifted ν(C–D)), solid-state NMR studies, and MS tracing.
• Mechanistic probes: kinetic isotope effects on enzyme-catalyzed C–H scission steps if non-exchangeable deuterium is present.
• Isotope dilution: deuterated sucrose serves as an internal standard for synthesis monitoring or for quantitative analyses of sucrose content in complex matrices.

Caveats:

• Exchangeable deuterium (OD) will be lost during most synthetic steps involving protic reagents/solvents; only carbon-bound 2H is retained.
• Protecting-group manipulations should consider potential H/D scrambling under acidic/basic conditions.

Target Specificity

Not applicable. This product is a small-molecule carbohydrate standard/tracer and does not have antibody/biological target specificity attributes. No clone, isotype, or species reactivity information applies.

Foire aux questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is S1440512, the molecular formula is C12H8D14O11, and the molecular weight is 356.38 g/mol.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.