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B1267

Sigma-Aldrich

Biotin-maleimide

≥95% (TLC), powder

Synonym(s):

N-Biotinoyl-N′-(6-maleimidohexanoyl)hydrazide

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About This Item

Empirical Formula (Hill Notation):
C20H29N5O5S
CAS Number:
116919-18-7
Molecular Weight:
451.54
UNSPSC Code:
12352203
PubChem Substance ID:
329773179
NACRES:
NA.46

Assay

≥95% (TLC)

form

powder

solubility

acetic acid: 20 mg/mL

storage temp.

2-8°C

SMILES string

O=C(CCCCCN1C(=O)C=CC1=O)NNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23

InChI

1S/C20H29N5O5S/c26-15(7-2-1-5-11-25-17(28)9-10-18(25)29)23-24-16(27)8-4-3-6-14-19-13(12-31-14)21-20(30)22-19/h9-10,13-14,19H,1-8,11-12H2,(H,23,26)(H,24,27)(H2,21,22,30)/t13-,14-,19-/m0/s1

InChI key

VAPZWEFPQRDVHR-NJSLBKSFSA-N

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General description

Biotin-maleimide is a biotin specific thiol containing reagent used to biotinylate different proteins through artificially induced or natural sulphadryl group. It can be used as a universal, multipurpose, thiol-specific probe. Biotin-maleimide can also be used in dot blots to detect protein SH groups.

Application

Biotin-maleimide- 0.01 mg/ml in PBS containing 0.1% Tween 20, incubated for 1 h at room temperature can be used to detect deprotected cysteine thiols present on immobilized peptides.
Sulfhydryl-specific biotinylation reagent. Couples by highly efficient thioether linkage. Typically used to couple to intrinsic sulfhydryls, e.g. protein, and avoid modification of primary amine.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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K Gregorius et al.
Analytical biochemistry, 299(1), 84-91 (2001-12-01)
The orientation of an immobilized antigen is important for recognition by, e.g., an antibody. When noncovalent passive adsorption is used for immobilization, the number of ways that the antigen can attach to the surface is numerous and control of how
Camilla To Benfield et al.
Life science alliance, 3(1) (2019-12-13)
Host interferon-induced transmembrane proteins (IFITMs) are broad-spectrum antiviral restriction factors. Of these, IFITM3 potently inhibits viruses that enter cells through acidic endosomes, many of which are zoonotic and emerging viruses with bats (order Chiroptera) as their natural hosts. We previously
E A Bayer et al.
Analytical biochemistry, 149(2), 529-536 (1985-09-01)
A biotin-containing, thiol-specific reagent, 3-(N-maleimido-propionyl) biocytin (MPB), was synthesized and used to biotinylate various proteins via native or artificially induced sulfhydryl groups. In combination with appropriate avidin- or streptavidin-conjugated markers (i.e., fluorescent, enzyme-conjugated, electron-dense, etc.), MPB essentially constitutes a universal
Nicolai T Sand et al.
International journal of molecular sciences, 21(7) (2020-04-05)
Early detection and monitoring of cancer progression is key to successful treatment. Therefore, much research is invested in developing technologies, enabling effective and valuable use of non-invasive liquid biopsies. This includes the detection and analysis of circulating tumor cells (CTCs)
Hongfeng Wang et al.
Autophagy, 16(9), 1683-1696 (2019-12-13)
Significant evidences indicate that reactive oxygen species (ROS) can induce macroautophagy/autophagy under both physiological and pathological conditions. Although the relationship between ROS and autophagy regulation has been well studied, the basic mechanism by which ROS affects autophagy and the biological
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