ChemicalBook--->CAS DataBase List--->66640-86-6

66640-86-6

66640-86-6 Structure

66640-86-6 Structure
IdentificationMore
[Name]

BIOTIN HYDRAZIDE
[CAS]

66640-86-6
[Synonyms]

(+)-BIOTIN HYDRAZIDE
BIOTIN HYDRAZIDE
BIOTIN (LONG ARM) HYDRAZIDE
1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, hydrazid e, (3aS,4S,6aR)-
Biotin-NHNH2
[EINECS(EC#)]

613-970-0
[Molecular Formula]

C10H18N4O2S
[MDL Number]

MFCD00078532
[Molecular Weight]

258.34
[MOL File]

66640-86-6.mol
Chemical PropertiesBack Directory
[Melting point ]

245-247 °C
[Boiling point ]

633.1±40.0 °C(Predicted)
[density ]

1.243±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≤20 mg/mL
[form ]

powder
[pka]

13.25±0.35(Predicted)
[color ]

White to Almost white
[BRN ]

28347
[InChI]

InChI=1S/C10H18N4O2S/c11-14-8(15)4-2-1-3-7-9-6(5-17-7)12-10(16)13-9/h6-7,9H,1-5,11H2,(H,14,15)(H2,12,13,16)/t6-,7-,9-/m0/s1
[InChIKey]

KOZWHQPRAOJMBN-ZKWXMUAHSA-N
[SMILES]

C1(=O)N[C@]2([H])[C@H](CCCCC(NN)=O)SC[C@]2([H])N1
[CAS DataBase Reference]

66640-86-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[Safety Statements ]

24/25
[WGK Germany ]

3
[F ]

10
[HS Code ]

29349990
Hazard InformationBack Directory
[Description]

Biotin hydrazide is a biotinyl derivative used to label surface functional groups, antibodies, lectins, sugars, nucleic acids, or molecules with free carboxylic or keto groups. Biotin hydrazide is used as a probe for determining protein carbonylation, an irreversible posttranslational modification resulting from the actions of reactive oxygen species or lipid oxidation products. The reaction of this probe is direct and does not require catalysts or reducing agents.
[Chemical Properties]

3.6 ?
[Uses]

(+)-Biotin hydrazide has been used:
  • the modification of alginate
  • for the labelling of mitochondrial proteins from non-muscle tissues
  • as a component of glycoprotein staining solution
  • in periodic acid-biotin-hydrazide (PABH) assay for mucins
  • for labeling surface functional groups, biologically active molecules such as antibodies, lectins, sugars, nucleic acids or molecules with free carboxylic or keto groups.
  • for coupling to glycoproteins through the carbohydrate by hydrazone formation
[Uses]

aldehyde reactive biotinylation reagent
[Uses]

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

Biotin hydrazide is a biotinylation reagent used to biotinylate glycoproteins with their sugar moieties. Biotin hydrazide can be used to prepare biotin-conjugated alginate. It can also be used for covalent attachment to PAAc via carbodi-imide cross linking.
[Purification Methods]

Wash the hydrazide with H2O, dry it, wash it with MeOH then Et2O, and dry. Recrystallise it from hot H2O (clusters of prisms) [Hofmann et al. J Biol Chem 144 513 1942]. [Beilstein 27 III/IV 7980.]
[References]

[1] E. DIAMANDIS T K C. The biotin-(strept)avidin system: principles and applications in biotechnology.[J]. Clinical chemistry, 1991, 37 5 1: 625-636. DOI: 10.1093/clinchem/37.5.625
[2] ASHRAF G. MADIAN  Fred E R. Proteomic Identification of Carbonylated Proteins and Their Oxidation Sites[J]. Journal of Proteome Research, 2010, 9 8: 3766-3780. DOI: 10.1021/pr1002609
Spectrum DetailBack Directory
[Spectrum Detail]

BIOTIN HYDRAZIDE(66640-86-6)MS
BIOTIN HYDRAZIDE(66640-86-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

66640-86-6(sigmaaldrich)
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