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Merck
CN

B4531

Biotin disulfide N-hydroxysuccinimide ester

>98%, powder

Synonym(s):

(2-[Biotinamido]ethylamido)-3,3′-dithiodipropionic acid N-hydroxysuccinimide ester

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About This Item

Empirical Formula (Hill Notation):
C22H33N5O7S3
CAS Number:
Molecular Weight:
575.72
NACRES:
NA.46
PubChem Substance ID:
UNSPSC Code:
12352203
MDL number:
Assay:
>98%
Form:
powder
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Quality Level

assay

>98%

form

powder

solubility

DMF: 50 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C22H33N5O7S3/c28-16(4-2-1-3-15-21-14(13-35-15)25-22(33)26-21)23-9-10-24-17(29)7-11-36-37-12-8-20(32)34-27-18(30)5-6-19(27)31/h14-15,21H,1-13H2,(H,23,28)(H,24,29)(H2,25,26,33)/t14-,15-,21-/m0/s1

InChI key

LWPHUVGDBNUVHA-GXZWQRSESA-N

Application

Biotinylation reagent incorporating a spacer with a cleavable disulfide linkage. Typically coupled to primary amine in the pH range 6.5-8.5. Cleavage of disulfide requires reducing agent allowing mild recovery of biotinylated compound.

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

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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M Ichikawa et al.
Bioorganic & medicinal chemistry letters, 11(13), 1769-1773 (2001-06-27)
We have prepared several mechanism-based affinity-labeling agents for possible use in isolating N-acetylglucosaminidase, in which an N-acetylglucosamine is linked to an o-monofluoro- or difluoro-methyl phenoxy glycoside with or without a cleavable disulfide group in the tether to biotin.
A reagent for covalently attaching biotin to proteins via a cleavable connector arm.
C A Mouton et al.
Archives of biochemistry and biophysics, 218(1), 101-108 (1982-10-01)
Chemical probes of extended biological structures: synthesis and properties of the cleavable protein cross-linking reagent [35S]dithiobis(succinimidyl propionate).
A J Lomant et al.
Journal of molecular biology, 104(1), 243-261 (1976-06-14)



Global Trade Item Number

SKUGTIN
B4531-100MG04061831503371
B4531-10MG04061833258699