ChemicalBook > CAS DataBase List > Biocytin

Biocytin

Product Name
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
Formula Weight
372.48
MOL File
576-19-2.mol
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Biocytin Property

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
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
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Safety

WGK Germany 
3
HS Code 
29362900
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B4261
Product name
Biocytin
Purity
≥98% (TLC)
Packaging
5mg
Price
$56.9
Updated
2024/03/01
Sigma-Aldrich
Product number
B4261
Product name
Biocytin
Purity
≥98% (TLC)
Packaging
25mg
Price
$104
Updated
2024/03/01
Cayman Chemical
Product number
16751
Product name
Biocytin
Purity
≥98%
Packaging
10mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
16751
Product name
Biocytin
Purity
≥98%
Packaging
25mg
Price
$72
Updated
2024/03/01
Sigma-Aldrich
Product number
B4261
Product name
Biocytin
Purity
≥98% (TLC)
Packaging
50mg
Price
$154
Updated
2024/03/01
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Biocytin Chemical Properties,Usage,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.]

Biocytin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Biocytin manufacturers

Xian confluore Biological Technology Co., Ltd.
Product
Biocytin 576-19-2
Price
US $0.00/g
Min. Order
1g
Purity
>95.00%
Supply Ability
1g
Release date
2024-03-30
Honest Joy Holdings Limited
Product
H-Lys(biotinyl)-OH 576-19-2
Price
US $0.00/KG
Min. Order
1KG
Purity
98.9%
Supply Ability
100 tons
Release date
2022-02-18
Career Henan Chemical Co
Product
Biocytin 576-19-2
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2020-01-08

576-19-2, BiocytinRelated Search:

Imidazole D-Biotin 5-Hydroxytryptophan (S)-2-amino-3-(4-(2-tert-butoxy-2-oxoethyl)phenyl)propanoic acid H-LYS(ALLOC)-OH H-L-Lys-NEt2.2HCl N-EPSILON-ACETYL-L-LYSINE H-Lys(Boc)-OBzl·HCl H-Lys(Boc)-OH H-L-Pen-OH.HCl.H2O H-L-Tyr-NEt2.HCl L-Phenylalanine, 4-cyclohexyl- FMOC-BCT-OH,N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-BIOCYTIN,FMOC BIOCYTIN N-(3-MALEIMIDOPROPIONYL)BIOCYTIN,N-(3-MALEIMIDOPROPIONYL)BIOCYTIN 65+%,3-(N-MALEIMIDOPROPIONYL)BIOCYTIN BCT N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-BIOCYTIN,FMOC-D-BCT-OH BOC-BCT-OH,nα-boc-biocytin,N-ALPHA-BOC-BIOCYTIN,N-ALPHA-T-BUTOXYCARBONYL-L-BIOCYTIN,N-T-BOC-BIOCYTIN,BOC-BIOCYTIN 3-(N-MALEIMIDYLPROPIONYL)BIOCYTIN

  • 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
  • -Biotinoyl-L-lysine)
  • 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