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B1022

Sigma-Aldrich

Biotinamidohexanoic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt

≥90% (TLC), powder

Synonym(s):

Sulfosuccinimidyl 6-(biotinamido)hexanoate

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About This Item

Empirical Formula (Hill Notation):
C20H29N4NaO9S2
CAS Number:
127062-22-0
Molecular Weight:
556.59
MDL number:
MFCD00078534
UNSPSC Code:
12352203
PubChem Substance ID:
57653912
NACRES:
NA.46

assay

≥90% (TLC)

form

powder

solubility

H2O: 10 mg/mL
DMF: 50 mg/mL

storage temp.

−20°C

SMILES string

[Na].OS(=O)(=O)C1CC(=O)N(OC(=O)CCCCCNC(=O)CCCCC2SCC3NC(=O)NC23)C1=O

InChI

1S/C20H30N4O9S2.Na.H/c25-15(7-4-3-6-13-18-12(11-34-13)22-20(29)23-18)21-9-5-1-2-8-17(27)33-24-16(26)10-14(19(24)28)35(30,31)32;;/h12-14,18H,1-11H2,(H,21,25)(H2,22,23,29)(H,30,31,32);;

InChI key

KDRVGWAQYRWAJF-UHFFFAOYSA-N

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General description

Biotinamidohexanoic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt is a water soluble biotinylation reagent. It can be used in immunoprecipitation of signaling proteins. It can also be used in analysis of hyaluronan synthesis. Further, the product can also be used in ELISA. This biotinylation reagent has shown specificity for human dermal fibroblasts.

Application

Water soluble biotinylation reagent incorporating an aminocaproyl spacer. This can reduce the steric hindrance in binding avidin to some biotinylated compounds. Has also been used as a cell surface labeling reagent. Typically coupled to primary amine in the pH range 6.5-8.5. May be used for the biotinylation of cell surface proteins.

Disclaimer

Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360D

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Improved nonradioactive cell surface labeling technique for immunoprecipitation.
L M Lantz et al.
BioTechniques, 18(1), 56-56 (1995-01-01)
S Schäfer-Somi et al.
Reproduction in domestic animals = Zuchthygiene, 41(1), 48-54 (2006-01-20)
Sera of healthy pregnant (group I, n = 11) and non-pregnant (group II, n = 11) bitches were screened for autoantibodies (AAb). In both groups, blood samples were drawn every fifth day between days 5 and 55 after mating. Serum
A V Vener et al.
Analytical biochemistry, 191(1), 65-69 (1990-11-15)
A colorimetric procedure to detect biotin bound to microtiter plates with a sensitivity down to 10(-16) mol was developed using biotinylated inorganic pyrophosphatase of Escherichia coli. Reaction of pyrophosphatase with 1 mM N-biotinyl-6-aminocaproic acid N-hydroxy-sulfonosuccinimide ester yielded a stable 87%
P Pantano et al.
Analytical chemistry, 65(5), 623-630 (1993-03-01)
Dehydrogenase enzymes are immobilized onto carbon-fiber microelectrode surfaces via avidin-biotin technology and a covalently linked hydrophilic tether. The avidin-biotin coupling strategy allows the selectivity of the electrochemical measurement to be easily changed without reoptimizing the immobilization conditions. Optimized derivatization conditions
Iñigo Prada-Luengo et al.
Nucleic acids research, 48(14), 7883-7898 (2020-07-02)
Circular DNA can arise from all parts of eukaryotic chromosomes. In yeast, circular ribosomal DNA (rDNA) accumulates dramatically as cells age, however little is known about the accumulation of other chromosome-derived circles or the contribution of such circles to genetic
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