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B3770

Sigma-Aldrich

(+)-Biotinamidohexanoic acid hydrazide

≥90% (TLC), powder

Synonym(s):

(+)-Biotin-ε-aminocaproyl hydrazide, (+)-Biotin-X-hydrazide, (+)-Biotinamidocaproyl hydrazide, BACH, N-(+)-Biotinyl-6-aminohexanoic hydrazide

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About This Item

Empirical Formula (Hill Notation):
C16H29N5O3S
CAS Number:
109276-34-8
Molecular Weight:
371.50
MDL number:
MFCD00077659
UNSPSC Code:
12352125
eCl@ss:
34058011
PubChem Substance ID:
24891734
NACRES:
NC.07

Quality Level

200

assay

≥90% (TLC)

form

powder

solubility

DMSO: 25 mg/mL

storage temp.

2-8°C

SMILES string

[H][C@]12CS[C@@H](CCCCC(=O)NCCCCCC(=O)NN)[C@@]1([H])NC(=O)N2

InChI

1S/C16H29N5O3S/c17-21-14(23)8-2-1-5-9-18-13(22)7-4-3-6-12-15-11(10-25-12)19-16(24)20-15/h11-12,15H,1-10,17H2,(H,18,22)(H,21,23)(H2,19,20,24)/t11-,12-,15-/m0/s1

InChI key

IJJWOSAXNHWBPR-HUBLWGQQSA-N

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Application

Biotinylation reagent with aminocaproic spacer for aldehyde groups (e.g., periodate-oxidized sugars) and carboxylic acids. Typically used for coupling to glycoproteins through the carbohydrate by hydrazone bond formation.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of neurochemistry, 46(2), 641-648 (1986-02-01)
beta-nerve growth factor (NGF) was modified by biotinylation via carboxyl group substitution (C-bio-NGF) using biotin hydrazide and the coupling reagent 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide, under reaction conditions that yielded an average of 3 biotin additions per NGF subunit. NGF was also biotinylated through
S Spiegel et al.
Journal of immunology (Baltimore, Md. : 1950), 127(2), 572-575 (1981-08-01)
Biotin hydrazide was attached covalently to the aldehyde groups produced by periodate oxidation of bovine brain gangliosides. These modified gangliosides were incorporated into mature rat thymocytes by incubation of the biotinyl gangliosides in the culture medium containing these cells. Avidin
A new biotinylating system for DNA using biotin aminocaproyl hydrazide and glutaraldehyde.
T Takahashi et al.
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