L-(-)-Sorbose - 10mM in Water , CAS No.87-79-6

CAS: 87-79-6 Cat. No.: L426633 Molecular Weight: 180.16 Beilstein Registry Number: 1724554 EC Number: 201-771-8

GRADE & PURITY 10mM in Water

Synonyms

SORBOSE [MI] | UNII-NV2001607Y | (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol | (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one | Sol | CHEBI:13172 | DTXCID8028630 | L-(-)-Sorbose | L-1,3,4,5,6-Pentahydroxyhexan-2-one | L(-)-Sorbopyranose |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

SORBOSE [MI] | UNII-NV2001607Y | (2S, 3S, 4R, 5S)-2-(hydroxymethyl)tetrahydropyran-2, 3, 4, 5-tetrol | (3S, 4R, 5S)-1, 3, 4, 5, 6-pentahydroxyhexan-2-one | Sol | CHEBI:13172 | DTXCID8028630 | L-(-)-Sorbose | L-1, 3, 4, 5, 6-Pentahydroxyhexan-2-one | L(-)-Sorbopyranose |

Specifications & Purity

10mM in Water

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C(C(C(C(C(=O)CO)O)O)O)O
• IUPAC Name: (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
• InChIKey: BJHIKXHVCXFQLS-OTWZMJIISA-N
• INCHI: 1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m0/s1
• Isomeric SMILES: C([C@@H]([C@H]([C@@H](C(=O)CO)O)O)O)O
• WGK Germany: 3
• RTECS: WG3195025
• Molecular Weight: 180.16
• Beilstein: 1724554
• Reaxy-Rn: 2207947
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2207947&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Monosaccharides
• Alternative Parents: Beta-hydroxy ketones Acyloins Alpha-hydroxy ketones Secondary alcohols Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Monosaccharide - Beta-hydroxy ketone - Acyloin - Alpha-hydroxy ketone - Secondary alcohol - Ketone - Polyol - Organic oxide - Hydrocarbon derivative - Primary alcohol - Carbonyl group - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
• External Descriptors: L-sorbose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive.
• Specific Rotation[α]: -43 ° (C=1, H2O)
• Melt Point(°C): 158-160°C
• Molecular Weight: 180.160 g/mol
• XLogP3: -3.200
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.063 Da
• Monoisotopic Mass: 180.063 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 147.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xia Hua, GenLai Du, Jian Han, Yong Xu.  (2020)  Bioprocess Intensification for Whole-Cell Catalysis of Catabolized Chemicals with 2,4-Dinitrophenol Uncoupling.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.0c06466]

2. Shi Ning, Liu Qiying, Cen Hu, Ju Rongmei, He Xiong, Ma Longlong.  (2019)  Formation of humins during degradation of carbohydrates and furfural derivatives in various solvents.  Biomass Conversion and Biorefinery,  10  (2): (277-287).  [PMID:] [10.1007/s13399-019-00414-4]

3. Yao Huang, Fang Feng, Zhi-Gang Chen, Tao Wu, Zi-Han Wang.  (2017)  Green and efficient removal of cadmium from rice flour using natural deep eutectic solvents.  FOOD CHEMISTRY,      [PMID:29120780] [10.1016/j.foodchem.2017.10.060]

4. Lili Lv, Lijuan Wang, Yanan Zou, Rui Chen, Jiaojiao Yu.  (2016)  Chiral separation by nonaqueous capillary electrophoresis using L-sorbose–boric acid complexes as chiral ion-pair selectors.  RSC Advances,  6  (106): (104193-104200).  [PMID:] [10.1039/C6RA21806G]