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B3295

Sigma-Aldrich

Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester

≥95% (TLC), powder

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Synonym(s):
6-(Biotinamidocaproylamido)caproic acid N-hydroxysuccinimide ester, Biotin-X-X-NHS, N-Succinimidyl N-[6-(biotinylamino)caproyl]-6-aminocaproate
Empirical Formula (Hill Notation):
C26H41N5O7S
CAS Number:
89889-52-1
Molecular Weight:
567.70
Beilstein:
8377428
MDL number:
MFCD00467154
UNSPSC Code:
12352106
PubChem Substance ID:
24891708
NACRES:
NC.07

Quality Level

200

Assay

≥95% (TLC)

form

powder

solubility

DMF: 25 mg/mL

storage temp.

−20°C

SMILES string

[H][C@]12CS[C@@H](CCCCC(=O)NCCCCCC(=O)NCCCCCC(=O)ON3C(=O)CCC3=O)[C@@]1([H])NC(=O)N2

InChI

1S/C26H41N5O7S/c32-20(27-16-8-2-4-12-24(36)38-31-22(34)13-14-23(31)35)10-3-1-7-15-28-21(33)11-6-5-9-19-25-18(17-39-19)29-26(37)30-25/h18-19,25H,1-17H2,(H,27,32)(H,28,33)(H2,29,30,37)/t18-,19-,25-/m0/s1

InChI key

ATYCFNRXENKXSE-MHPIHPPYSA-N

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Application

Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester has been used in human IgM biotinylation.
Biotinylation reagent incorporating an extended 14-atom spacer can reduce steric hindrance in binding avidin or streptavidin to some biotinylated compounds and increase sensitivity for detection. Typically coupled to primary amine in the pH range 6.5-8.5.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Preparation of modified tubulins.
A Hyman et al.
Methods in enzymology, 196, 478-485 (1991-01-01)
J S Almenoff et al.
Molecular microbiology, 8(5), 865-873 (1993-05-01)
The heat stable enterotoxins (ST) of enterotoxigenic Escherichia coli (ETEC) cause diarrhoea by binding specific intestinal receptors. Precise histochemical localization of ST receptors could provide more information about the pathophysiology of secretory diarrhoea and the role of ST receptors in
Solid?phase preparation of protein complexes.
Pengo P, et al.
Journal of Molecular Recognition, 23(6), 551-558 (2010)
Aurore Cabanettes et al.
Angewandte Chemie (International ed. in English), 57(32), 10178-10181 (2018-06-30)
The mini fungal lectin PhoSL was recombinantly produced and characterized. Despite a length of only 40 amino acids, PhoSL exclusively recognizes N-glycans with α1,6-linked fucose. Core fucosylation influences the intrinsic properties and bioactivities of mammalian N-glycoproteins and its level is

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