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Biotin hydrazide

Biotin hydrazide structure

CAS No:
66640-86-6
Formula:
C10H18N4O2S
Chemical Name:
Biotin hydrazide
Synonyms:
1H-Thieno[3,4-d]imidazole-4-pentanoic acid,hexahydro-2-oxo-,hydrazide,(3aS,4S,6aR)-;1H-Thieno[3,4-d]imidazole-4-pentanoic acid,hexahydro-2-oxo-,hydrazide,[3aS-(3aα,4β,6aα)]-;Biotin hydrazide
Categories:
Organic Chemistry > Organic Fluorine Compound

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Description

Biotin Hydrazide is a carbonyl-reactive biotinylation reagent, which is a carbonyl probe.

Biotin hydrazide Basic Attributes

Molecular Weight：

258.34

Exact Mass：

258.34

EC Number：

1533716-785-6

HScode：

2934999090

Characteristics

PSA：

122

XLogP3：

-0.7

Appearance：

powder

Density：

1.2±0.1 g/cm3

Melting Point：

245-247 °C

Boiling Point：

633.1°C at 760 mmHg

Flash Point：

336.7±27.3 °C

Refractive Index：

1.553

Water Solubility：

DMSO: ≤20 mg/mL

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

24/25

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

biotin hydrazide

Biotin hydrazide Use and Manufacturing

Methods of Manufacturing

Terthiophenes 1 and 2 were prepared by the sequence shown in Figure 1. The 3'- (2-hydroxyethyl)-2, 2' : 5', 2-terthiophene was prepared by a modified literature method (Scheib and BaeUERLE, 1999; Higgins et AL, 2001), and esterified with excess succinyl chloride to give 1 after workup. Terthiophene 1 was activated with 1, 2, 2, 2- tetrachloroethyl-N-succinimidyl carbonate (Jaouadi et AL, 1987), then reacted with commercially-available To a suspension of biotin (300 mg, 1.23 mmol) in MeOH (3 mL) was addedSOCl2 (0.30 mL, 4.0 mmol), and the solution was stirred overnight at roomtemperature to give a clear solution. After evaporation of the solvent and excessSOCl2 under reduced pressure, biotin methyl ester was obtained. The biotin methyl ester was used without further purification. Biotin methyl ester was dispersed inMeOH (3 mL), and hydrazine (0.175 mL, 2.92 mmol) was added with stirring. Afterstirring for 17 h, the solution was concentrated under reduced pressure and dilutedwith water (50 mL). The aqueous layer was washed by CH2Cl2 (30 mL × 3), andconcentrated in vacuo to give Biotinylhydrazine. Biotinylhydrazine was obtained as awhite solid powder (296.0 mg, about 100percent).

Uses

Biotin Hydrazide is a carbohydrate reactive biotinylation reagent used predominately for labeling monoclonal antibodies, unpaired cytosine residues in nucleic acids and glycoproteins.

Computed Properties

Molecular Weight:258.34
XLogP3:-0.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:258.11504700
Monoisotopic Mass:258.11504700
Topological Polar Surface Area:122
Heavy Atom Count:17
Complexity:313
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Biotin hydrazide

CAS No.: 66640-86-6

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