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B3770

(+)-Biotinamidohexanoic acid hydrazide

Name: (+)-Biotinamidohexanoic acid hydrazide
Brand: SIGMA

≥90% (TLC), powder

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Synonym(s):

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

Empirical Formula (Hill Notation):

C₁₆H₂₉N₅O₃S

CAS Number:

109276-34-8

Molecular Weight:

371.50

MDL number:

MFCD00077659

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Identification of an Atg8-Atg3 protein-protein interaction inhibitor from the medicines for Malaria Venture Malaria Box active in blood and liver stage Plasmodium falciparum parasites.

Adelaide U P Hain et al.

Journal of medicinal chemistry, 57(11), 4521-4531 (2014-05-03)

Atg8 is a ubiquitin-like autophagy protein in eukaryotes that is covalently attached (lipidated) to the elongating autophagosomal membrane. Autophagy is increasingly appreciated as a target in diverse diseases from cancer to eukaryotic parasitic infections. Some of the autophagy machinery is

Chondroitin sulfate E blocks enzymatic action of heparanase and heparanase-induced cellular responses.

Nobuaki Higashi et al.

Biochemical and biophysical research communications, 520(1), 152-158 (2019-10-05)

We examined whether chondroitin sulfates (CSs) exert inhibitory effects on heparanase (Hpse), the sole endoglycosidase that cleaves heparan sulfate (HS) and heparin, which also stimulates chemokine production. Hpse-mediated degradation of HS was suppressed in the presence of glycosaminoglycans derived from

Receptor binding activities of biotinylated derivatives of beta-nerve growth factor.

M B Rosenberg et al.

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

Membrane sialoglycolipids emerging as possible signal transducers for lymphocyte stimulation.

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.

Nucleic acids research, 17(12), 4899-4900 (1989-06-26)

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