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Biocytin

CAS No.
576-19-2
Chemical Name:
Biocytin
Synonyms
BCT;BIOCYTIN;L-BIOCYTIN;d-Biocytin;H-LYS(BIOT)-OH;H-Lys(biotinyl);H-LYS(BIOTINYL)-OH;BIOCYTIN FREE BASE;Biocytin (εL-Lys(biotinyl)-OH
CBNumber:
CB5184561
Molecular Formula:
C16H28N4O4S
Molecular Weight:
372.48
MDL Number:
MFCD00077319
MOL File:
576-19-2.mol
MSDS File:
SDS
Last updated:2025-10-09 14:55:14
Product description Number Pack Size Price
Biocytin ≥98% (TLC) B4261 5mg $55.42
Biocytin ≥98% (TLC) B4261 25mg $101.92
Biocytin ≥98% 16751 10mg $37
Biocytin ≥98% 16751 25mg $72
Biocytin ≥98% (TLC) B4261 50mg $164
More product size

Biocytin Properties

Melting point ~245 °C (dec.) (lit.)
alpha D25 +53° (c = 1.05 in 0.1N NaOH)
Boiling point 748.0±60.0 °C(Predicted)
Density 1.234
storage temp. -20°C
solubility Aqueous Base (Slightly), Water (Slightly, Sonicated)
form Solid
pka 2.53±0.24(Predicted)
color White to Off-White
Appearance White to off-white powder
optical activity [α]20/D +53°, c = 1.05% in 0.1 M NaOH(lit.)
Water Solubility Soluble in water (50 mM)
Merck 13,1227
BRN 97197
InChIKey BAQMYDQNMFBZNA-MNXVOIDGSA-N
SMILES C(O)(=O)[C@H](CCCCNC(=O)CCCC[C@H]1[C@@]2([H])NC(=O)N[C@@]2([H])CS1)N
FDA UNII G6D6147J22
UNSPSC Code 12352209
NACRES NA.26

SAFETY

Risk and Safety Statements

WGK Germany  3
HS Code  29362900

Biocytin price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B4261 Biocytin ≥98% (TLC) 576-19-2 5mg $55.42 2025-07-31 Buy
Sigma-Aldrich B4261 Biocytin ≥98% (TLC) 576-19-2 25mg $101.92 2025-07-31 Buy
Cayman Chemical 16751 Biocytin ≥98% 576-19-2 10mg $37 2024-03-01 Buy
Cayman Chemical 16751 Biocytin ≥98% 576-19-2 25mg $72 2024-03-01 Buy
Sigma-Aldrich B4261 Biocytin ≥98% (TLC) 576-19-2 50mg $164 2025-07-31 Buy
Product number Packaging Price Buy
B4261 5mg $55.42 Buy
B4261 25mg $101.92 Buy
16751 10mg $37 Buy
16751 25mg $72 Buy
B4261 50mg $164 Buy

Biocytin Chemical Properties,Uses,Production

Description

Biocytin is a conjugate of biotin and lysine known formally as ε-N-(d-biotinyl)-L-lysine. The addition of lysine to biotin increases the chain length extending from biotin, allowing the synthesis of medium-chain reagents. It also provides terminal carboxyl and amino groups for derivatization or conjugation to proteins and other molecules. Covalent linking reactions typically involve carbodiimide or NHS-ester crosslinking chemistries. Biocytin is also used as an anterograde, retrograde, or intracellular neuroanatomical tracer that is fixable with aldehyde-based fixatives. For this and other applications, biocytin is detected with avidin or streptavidin probes.

Chemical Properties

White Solid

Uses

Useful for the synthesis of Biocytin containing peptides to study the mechanism of reactions catalyzed by biotin - containing enzymes

Uses

Biocytin can be used as a versatile fluorescent marker for neuroanatomical investigations and for a biotinidase assay.

Uses

Biocytin is used as a substrate to study the specificity and kinetics of biotinidase(s), to measure biotinidase deficiency and as a model compound to study various uptake mechanisms of cells and tissues. Biocytin has been used to label neurons, medium spiny neurons and optic nerves.

Definition

ChEBI: A monocarboxylic acid amide that results from the formal condensation of the carboxylic acid group of biotin with the N6-amino group of L-lysine.

Biological Activity

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 incorporated with a variety of avidin and streptavidin conjugates for detection by light, fluorescence or electron microscope.

Biochem/physiol Actions

Biocytin is an adduct of lysine and biotin. It is hydrolyzed by biotinidase, which acts on peptide-incorporated biotin or free biotin. Biocytin acts as a coenzyme.

storage

-20°C

Purification Methods

Recrystallise biocytin rapidly from dilute MeOH or Me2CO. It can also be recrystallised from H2O by slow evaporation or by dissolving in the minimum volume of H2O and adding Me2CO until solid separates. It is freely soluble in H2O and AcOH but insoluble in Me2CO. [Wolf et al. J Am Chem Soc 74 2002 1952, 72 1048 1950.] It has been purified by chromatography on superfiltrol-Celite, Al2O3 and by countercurrent distribution and then recrystallised [IR: Peck et al. J Am Chem Soc 74 1991 1952]. The hydrochloride recrystallises from aqueous Me2CO/HCl and has m 227o (dec). [Beilstein 27 III/IV 7984.]

References

[1] MARGARET A. MACNEIL  Paulette A G. Biocytin wide-field bipolar cells in rabbit retina selectively contact blue cones[J]. Journal of Comparative Neurology, 2007, 506 2: spc1. DOI: 10.1002/cne.21590
[2] E. FRIAUF C S S Mcconnell. Functional synaptic circuits in the subplate during fetal and early postnatal development of cat visual cortex[J]. Journal of Neuroscience, 1990, 15 1: 2601-2613. DOI: 10.1523/jneurosci.10-08-02601.1990
[3] RITA BOPP. Pyramidal cells make specific connections onto smooth (GABAergic) neurons in mouse visual cortex.[J]. PLoS Biology, 2014, 12 8: e1001932. DOI: 10.1371/journal.pbio.1001932

Biocytin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 221)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
GenicBio Limited
+86-21-37621270 service@genicbio.com CHINA 991 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19552 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49975 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29799 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 +86-17392581500 1015@dideu.com China 3965 58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd
+8613580539051 joe@yuhengpharm.com CHINA 21142 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32434 58
Career Henan Chemica Co
+86-0371-86658258 +8613203830695 laboratory@coreychem.com China 30229 58

View Lastest Price from Biocytin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Biocytin pictures 2025-10-09 Biocytin
576-19-2
US $48.00-89.00 / mg 97.23% 10g TargetMol Chemicals Inc.
Biocytin pictures 2025-06-07 Biocytin
576-19-2
US $0.00 / g 1g >95.00% 1g Xian confluore Biological Technology Co., Ltd.
H-Lys(biotinyl)-OH pictures 2022-02-19 H-Lys(biotinyl)-OH
576-19-2
US $0.00 / KG 1KG 98.9% 100 tons Honest Joy Holdings Limited
  • Biocytin pictures
  • Biocytin
    576-19-2
  • US $48.00-89.00 / mg
  • 97.23%
  • TargetMol Chemicals Inc.
  • Biocytin pictures
  • Biocytin
    576-19-2
  • US $0.00 / g
  • >95.00%
  • Xian confluore Biological Technology Co., Ltd.

Biocytin Spectrum

NE-BIOTYNYL-L-LYSINE N-EPSILON-BIOTIN-L-LYSINE N-EPSILON-(+)-BIOTINYL-L-LYSINE N-EPSILON-BIOTINYL-L-LYSINE N-EPSILON-D-BIOTINYL-L-LYSINE LYSINE(BIOTINYL)-OH L-BIOCYTIN EPSILON-BIOTINOYL-L-LYSINE H-LYS(BIOTINYL)-OH H-LYS(BIOT)-OH BIOCYTIN BCT BIOCYTIN FREE BASE (2S)-2-amino-6-[5-[(1S,2S,5R)-7-oxo-3-thia-6,8-diazabicyclo[3.3.0]oct-2-yl]pentanoylamino]hexanoic acid N6-[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-L-lysine (S)-2-aMino-6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]iMidazol-4-yl)pentanaMido)hexanoic acid Biocytin (ε-Biotinoyl-L-lysine) Bct, Nε-(+)-Biotinyl-L-lysine d-Biocytin N6-[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-yl]-1-oxopentyl]-L-lysine N6-[5-[(3aS,6aβ)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4α-yl]-1-oxopentyl]-L-lysine (2S)-6-[5-[(3aR,6S,6aS)-2-keto-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoylamino]-2-amino-hexanoic acid (2S)-6-[5-[(3aR,6S,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoylamino]-2-aminohexanoic acid (2S)-6-[5-[(3aR,6S,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoylamino]-2-azanyl-hexanoic acid Biocytin 〔Nε-Biotinyl-L-lysine〕 Biocytin (&epsilon -Biotinoyl-L-lysine) H-Lys(biotinyl) L-Lys(biotinyl)-OH Nε-Biotinyl-L-lysine≥ 95% (NMR) Anti-BTD antibody produced in goat OTTHUMP00000160300 OTTHUMP00000209134 OTTHUMP00000209135 OTTHUMP00000209138 Biocytin *CAS 576-19-2* (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamido}-2-aminohexanoic acid L-Lysine, N6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]- Biocytin USP/EP/BP (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 inhibit,Endogenous Metabolite,Biocytin,(+)-Biocytin,Inhibitor Biocytin [Epsilon-Biotinoyl-L-Lysine] - 100 mg 576-19-2 C16H28N4O4S Substrates by Enzyme Modified Amino Acids Enzymes, Inhibitors, and Substrates A - H Enzyme Substrates Biotinidase Biochemicals and Reagents Amino Acids and Peptides BioChemical Amino Acids & Derivatives Biotin Derivatives