Biocytin (ε-Biotinoyl-L-lysine) - 10mM in DMSO , CAS No.576-19-2

CAS: 576-19-2 Cat. No.: B424847 Molecular Weight: 372.483 Beilstein Registry Number: 97197

GRADE & PURITY 10mM in DMSO

Synonyms

(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanoic acid | UNII-G6D6147J22 | epsilon-N-biotinyllysine | N'-Biotinyl-L-lysine | N-biotinyl-L-lysine | N-epsilon-Biotin-L-lysine | (2S)-6-[5-[(3aR,6S,6aS)-2-o

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

A versatile marker used in neuroanatomical investigations and biotinidase assays. Has been shown to transport and recycle biotin in vivo

Specifications

Synonyms

(2S)-6-{5-[(3aS, 4S, 6aR)-2-oxo-hexahydro-1H-thieno[3, 4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanoic acid | UNII-G6D6147J22 | epsilon-N-biotinyllysine | N'-Biotinyl-L-lysine | N-biotinyl-L-lysine | N-epsilon-Biotin-L-lysine | (2S)-6-[5-[(3aR, 6S, 6aS)-2-o

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Versatile marker used in anterograde, retrograde and intracellular neuroanatomical investigations and in biotinidase assays. Displays high solubility in aqueous solutions and has a low molecular weight facilitating injection using micropipettes. Can be in

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: C1C2C(C(S1)CCCCC(=O)NCCCCC(C(=O)O)N)NC(=O)N2
• IUPAC Name: (2S)-6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-2-aminohexanoic acid
• InChIKey: BAQMYDQNMFBZNA-MNXVOIDGSA-N
• INCHI: 1S/C16H28N4O4S/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24)/t10-,11-,12-,14-/m0/s1
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCC[C@@H](C(=O)O)N)NC(=O)N2
• Molecular Weight: 372.483
• Beilstein: 97197
• Reaxy-Rn: 1092147
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1092147&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Imidazolyl carboxylic acids and derivatives Medium-chain fatty acids Heterocyclic fatty acids Thiolanes Imidazolines Amino acids Isoureas Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboximidamides Carboxylic acids Dialkylthioethers Monocarboxylic acids and derivatives Organopnictogen compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds Monoalkylamines
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: L-alpha-amino acid - Imidazolyl carboxylic acid derivative - Medium-chain fatty acid - Heterocyclic fatty acid - Fatty acid - Fatty acyl - Thiolane - 2-imidazoline - Amino acid - Isourea - Azacycle - Carboximidic acid - Carboximidic acid derivative - Organoheterocyclic compound - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Carboxylic acid - Thioether - Monocarboxylic acid or derivatives - Organic oxide - Organonitrogen compound - Primary aliphatic amine - Organooxygen compound - Organic oxygen compound - Primary amine - Organic nitrogen compound - Organopnictogen compound - Amine - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: azabicycloalkane - ureas - thiabicycloalkane - monocarboxylic acid amide - non-proteinogenic L-alpha-amino acid - L-lysine derivative

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

• Refractive Index: [α]20/D +53°, c = 1.05% in 0.1 M NaOH
• Melt Point(°C): ~245 °C
• Molecular Weight: 372.500 g/mol
• XLogP3: -2.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 372.183 Da
• Monoisotopic Mass: 372.183 Da
• Topological Polar Surface Area: 159.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 491.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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