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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

Quality Level

200

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)

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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H Watarai et al.
Electrophoresis, 21(2), 460-464 (2000-02-16)
The expression of plasma membrane proteins in human monocyte-derived U937 cells was examined by cell disruption and isolation of microsomal fractions. Two alternative procedures for cell disruption, Dounce homogenization and nitrogen cavitation, were compared. Cell homogenization and sequential centrifugation resulted
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%
Improved nonradioactive cell surface labeling technique for immunoprecipitation.
L M Lantz et al.
BioTechniques, 18(1), 56-56 (1995-01-01)
Mohammed M Nooh et al.
American journal of physiology. Renal physiology, 317(2), F375-F387 (2019-05-30)
Arginine-vasopressin (AVP)-mediated translocation of aquaporin-2 (AQP2) protein-forming water channels from storage vesicles to the membrane of renal collecting ducts is critical for the renal conservation of water. The type-1 PDZ-binding motif (PBM) in AQP2, "GTKA," is a critical barcode for
Lingli Li et al.
The Journal of biological chemistry, 281(36), 26512-26519 (2006-07-01)
The extracellular matrix molecule hyaluronan was found to suppress platelet-derived growth factor (PDGF) beta-receptor activation and PDGF-BB-induced migration of primary human dermal fibroblasts. The suppressive effect of hyaluronan was neutralized by a monoclonal antibody that specifically inhibits hyaluronan binding to
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