N-Succinimidyl 6-Biotinamidohexanoate - ≥98% , CAS No.72040-63-2

CAS: 72040-63-2 Cat. No.: S122223 Molecular Weight: 454.54 Beilstein Registry Number: 3577403 EC Number: 615-709-6 PubChem CID: 83874

GRADE & PURITY ≥98%

Synonyms

Succinimidyl 6-(biotinamido)hexanoate | Nhs-LC-biotin | 2,5-Dioxopyrrolidin-1-yl 6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoate | Succinimidyl-6-(biotinamido) Hexanoate | (+)-Biotin-LC-NHS Ester | N-[5-(N-Succinimidy

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Succinimidyl-6-(biotinamido) Hexanoate is also known as NHS-LC-Biotin or Long Arm Biotin. Biotinylation reagent incorporating an aminocaproyl spacer, reducing the steric hindrance in binding avidin to various biotinylated compounds during the process of b.
Biotinylation reagent incorporating an aminocaproyl spacer. This can reduce the steric hindrance in binding avidin to some biotinylated compounds. Typically coupled to primary amine in the pH range 6.5-8.5.

Specifications

Synonyms

Succinimidyl 6-(biotinamido)hexanoate | Nhs-LC-biotin | 2, 5-Dioxopyrrolidin-1-yl 6-(5-((3aS, 4S, 6aR)-2-oxohexahydro-1H-thieno[3, 4-d]imidazol-4-yl)pentanamido)hexanoate | Succinimidyl-6-(biotinamido) Hexanoate | (+)-Biotin-LC-NHS Ester | N-[5-(N-Succinimidy

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Amine-reactive, medium length (22.4 angstroms) biotinylation agent. Forms irreversible amide links via an NHS ester group at the end of the spacer arm. Suitable for use under alkaline conditions (pH~8-9). Biotin-LC-LC-NHS also available.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504755734
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755734
• Canonical Smiles: [H][C@]12CS[C@@H](CCCCC(=O)NCCCCCC(=O)ON3C(=O)CCC3=O)[C@@]1([H])NC(=O)N2
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate
• InChIKey: UVGHPGOONBRLCX-NJSLBKSFSA-N
• INCHI: 1S/C20H30N4O6S/c25-15(7-4-3-6-14-19-13(12-31-14)22-20(29)23-19)21-11-5-1-2-8-18(28)30-24-16(26)9-10-17(24)27/h13-14,19H,1-12H2,(H,21,25)(H2,22,23,29)/t13-,14-,19-/m0/s1
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3
• WGK Germany: 3
• PubChem CID: 83874
• Molecular Weight: 454.54
• Beilstein: 3577403

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Biotin and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Biotin and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Biotin and derivatives
• Alternative Parents: Thienoimidazolidines Pyrrolidine-2-ones N-acyl amines Imidazolidinones Thiophenes Thiolanes Dicarboximides Ureas Secondary carboxylic acid amides Carboxylic acid salts Lactams Azacyclic compounds Dialkylthioethers Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organonitrogen compounds Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - Fatty amide - Imidazolidinone - N-acyl-amine - Pyrrolidone - 2-pyrrolidone - Fatty acyl - Dicarboximide - Imidazolidine - Pyrrolidine - Thiolane - Thiophene - Urea - Carboxamide group - Carboxylic acid salt - Lactam - Carbonic acid derivative - Secondary carboxylic acid amide - Thioether - Monocarboxylic acid or derivatives - Dialkylthioether - Azacycle - Carboxylic acid derivative - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic salt - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Solubility: Soluble in DMF, DMSO and Methanol.
• Sensitivity: Heat & light & air sensitive.
• Melt Point(°C): 170 °C
• Molecular Weight: 454.500 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 454.189 Da
• Monoisotopic Mass: 454.189 Da
• Topological Polar Surface Area: 159.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 702.000
• 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. Weiguo Wang, Junmin Li, Changzhi Dong, Yafang Li, Qiuye Kou, Jinwu Yan, Lei Zhang.  (2018)  Ultrasensitive ELISA for the detection of hCG based on assembled gold nanoparticles induced by functional polyamidoamine dendrimers.  ANALYTICA CHIMICA ACTA,      [PMID:30428978] [10.1016/j.aca.2018.08.038]

2. Shuying Li, Han Gao, Jielin Zhao, Guirong Wang, Guofeng Gu.  (2025)  Galactomannan tetrasaccharide targets mannose receptor to suppress hepatocellular carcinoma growth through ROS/JNK signaling-induced apoptosis and ROS-mediated autophagy-dependent cell death.  BIOORGANIC CHEMISTRY,      [PMID:40992041] [10.1016/j.bioorg.2025.109012]