1.0 2011-09-21 00:24:51 UTC 2025-11-19 02:43:15 UTC FDB023111 Biocytin 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] (3AS-(3aalpha,4b,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine (3AS-(3aalpha,4beta,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine (3AS-(3aalpha,4β,6aalpha))-N(6)-(5-(hexahydro-2-oxo-1H-thieno(3,4-D)imidazol-4-yl)-1-oxopentyl)-L-lysine Biotinyl-L-lysine epsilon-N-Biotinyl-L-lysine epsilon-N-Biotinyllysine H-Lys(biotinyl)-OH N-Biotinyl-L-lysine N-epsilon-Biotin-L-lysine N(6)-D-Biotinyl-L-lysine N(epsilon)-Biotinyl-L-lysine N6-D-Biotinyl-L-lysine N6-delta-Biotinyl-L-lysine Ne-Biotynyl-L-lysine C16H28N4O4S 372.483 372.183126094 (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid 576-19-2 [H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2 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 BAQMYDQNMFBZNA-MNXVOIDGSA-N 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. L-alpha-amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteropolycyclic compounds Amino acids Azacyclic compounds Carbonyl compounds Carboximidamides Carboxylic acids Dialkylthioethers Heterocyclic fatty acids Hydrocarbon derivatives Imidazolines Imidazolyl carboxylic acids and derivatives Isoureas Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Thiolanes 2-imidazoline Aliphatic heteropolycyclic compound Amine Amino acid Azacycle Carbonyl group Carboximidamide Carboximidic acid Carboximidic acid derivative Carboxylic acid Dialkylthioether Fatty acid Fatty acyl Heterocyclic fatty acid Hydrocarbon derivative Imidazolyl carboxylic acid derivative Isourea L-alpha-amino acid Medium-chain fatty acid Monocarboxylic acid or derivatives Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Thioether Thiolane L-lysine derivative azabicycloalkane monocarboxylic acid amide non-proteinogenic L-alpha-amino acid thiabicycloalkane ureas Solid logp -0.69 ALOGPS logs -3.33 ALOGPS solubility 1.73e-01 g/l ALOGPS logp -2.6 ChemAxon pka_strongest_acidic 2.24 ChemAxon pka_strongest_basic 9.53 ChemAxon iupac (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid ChemAxon average_mass 372.483 ChemAxon mono_mass 372.183126094 ChemAxon smiles [H][C@]12CS[C@@H](CCCCC(=O)NCCCC[C@H](N)C(O)=O)[C@@]1([H])NC(=O)N2 ChemAxon formula C16H28N4O4S ChemAxon inchi 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 ChemAxon inchikey BAQMYDQNMFBZNA-MNXVOIDGSA-N ChemAxon polar_surface_area 133.55 ChemAxon refractivity 94.66 ChemAxon polarizability 40.19 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 5 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Biotin Metabolism SMP00066 map00780 Specdb::NmrTwoD 1864 Specdb::CMs 10669 Specdb::CMs 38529 Specdb::CMs 170058 Specdb::NmrOneD 1929 Specdb::NmrOneD 149420 Specdb::NmrOneD 149421 Specdb::NmrOneD 149422 Specdb::NmrOneD 149423 Specdb::NmrOneD 149424 Specdb::NmrOneD 149425 Specdb::NmrOneD 149426 Specdb::NmrOneD 149427 Specdb::NmrOneD 149428 Specdb::NmrOneD 149429 Specdb::NmrOneD 149430 Specdb::NmrOneD 149431 Specdb::NmrOneD 149432 Specdb::NmrOneD 149433 Specdb::NmrOneD 149434 Specdb::NmrOneD 149435 Specdb::NmrOneD 149436 Specdb::NmrOneD 149437 Specdb::NmrOneD 149438 Specdb::NmrOneD 149439 Specdb::MsMs 2200 Specdb::MsMs 2201 Specdb::MsMs 2202 Specdb::MsMs 289507 Specdb::MsMs 289508 Specdb::MsMs 289509 Specdb::MsMs 328933 Specdb::MsMs 328934 Specdb::MsMs 328935 Specdb::MsMs 2428951 Specdb::MsMs 2428952 Specdb::MsMs 2428953 Specdb::MsMs 2507269 Specdb::MsMs 2507270 Specdb::MsMs 2507271 HMDB03134 #<Reference:0x000055ce32cbfe20> #<Reference:0x000055ce32cbfc40> #<Reference:0x000055ce32cbfa10> #<Reference:0x000055ce32cbf808> #<Reference:0x000055ce32cbf510> #<Reference:0x000055ce32cbf358> #<Reference:0x000055ce32cbf100> #<Reference:0x000055ce32cbed18> #<Reference:0x000055ce32cbea70> #<Reference:0x000055ce32cbe868> #<Reference:0x000055ce32cbe5e8> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 Biotinidase P43251 BTD Signal peptidase complex subunit 1 Q9Y6A9 SPCS1