FComEx: Biocytin (PC000584)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:22 UTC

Update date

2017-01-19 02:36:28 UTC

FoodComEx ID

PC000584

FoodDB Record

FDB023111

Chemical Information

Name

Biocytin

Description

Biocytin is a naturally occurring low molecular weight analog of biotin, and a primary source of this essential metabolite for mammals. Biotinidase acts as a hydrolase by cleaving biocytin and biotinyl-peptides, thereby liberating biotin for reutilization. Mammals cannot synthesize biotin and, therefore, derive the vitamin from dietary sources or from the endogenous turnover of the carboxylases. Free biotin can readily enter the biotin pool, whereas holocarboxylases or other biotin-containing proteins must first be degraded proteolytically to biocytin (biotinyl-e-lysine) or biotinyl-peptides. Biocytin is also an especially versatile marker for neuroanatomical investigations, shown that may have multiple applications, especially for labeling neurons. (PMID: 8930409, 1384763, 2479450) [HMDB]

CAS Number

576-19-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3AS-(3aalpha,4b,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	Generator
(3AS-(3aalpha,4beta,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	ChEBI
(3AS-(3aalpha,4β,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine	Generator
Biotinyl-L-lysine	hmdb
epsilon-N-Biotinyl-L-lysine	hmdb
epsilon-N-Biotinyllysine	ChEBI
H-Lys(biotinyl)-OH	hmdb
N-Biotinyl-L-lysine	ChEBI
N-epsilon-Biotin-L-lysine	hmdb
N(6)-D-Biotinyl-L-lysine	ChEBI
N(epsilon)-Biotinyl-L-lysine	ChEBI
N6-D-Biotinyl-L-lysine	hmdb
N6-delta-Biotinyl-L-lysine	hmdb
Ne-Biotynyl-L-lysine	hmdb

Chemical Formula

C16H28N4O4S

IUPAC name

(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid

InChI Identifier

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

InChI Key

BAQMYDQNMFBZNA-MNXVOIDGSA-N

Isomeric SMILES

[H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2

Average Molecular Weight

372.483

Monoisotopic Molecular Weight

372.183126094

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents