Skip to Content
MilliporeSigma
All Photos(2)

Documents

914924

Sigma-Aldrich

3-[2-N-(Biotinyl)aminoethyldithio]propanoic acid

≥95%

Synonym(s):

3-((2-(5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethyl)disulfaneyl)propanoic acid, Biotin-SS-COOH, Cleavable biotin linker

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C15H25N3O4S3
CAS Number:
104582-29-8
Molecular Weight:
407.57
MDL number:
MFCD04039425
UNSPSC Code:
12352106

Quality Level

100

assay

≥95%

form

powder

mp

172-175 °C

storage temp.

−20°C

InChI

1S/C15H25N3O4S3/c19-12(16-6-8-25-24-7-5-13(20)21)4-2-1-3-11-14-10(9-23-11)17-15(22)18-14/h10-11,14H,1-9H2,(H,16,19)(H,20,21)(H2,17,18,22)/t10-,11-,14-/m0/s1

InChI key

LUKYYZVIDAWYMZ-MJVIPROJSA-N

Application

3-[2-N-(Biotinyl)aminoethyldithio]propanoic acid (Biotin-SS-COOH) is a cleavable, biotinylated crosslinkers. The linker can also be used for synthesis of chemical biology tools for labeling target proteins in biological experiments and assays. It possesses dual functionality: enrichment via the biotin and an embedded disulfide bridge for cleavage under reducing conditions.

Automate your Biotin tagging with Synple Automated Synthesis Platform (SYNPLE-SC002)

Other Notes

Uniformly Cationized Protein Efficiently Reaches the Cytosol of Mammalian Cells

A Mechanism-Based ICAT Strategy for Comparing Relative Expression and Activity Levels of Glycosidases in Biological Systems

Dissociation-independent selection of high-affinity anti-hapten phage antibodies using cleavable biotin-conjugated haptens

Storage Class

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

P Soumillion et al.
Applied biochemistry and biotechnology, 47(2-3), 175-189 (1994-05-01)
Despite recent progress, our understanding of enzymes remains limited: the prediction of the changes that should be introduced to alter their properties or catalytic activities in an expected direction remains difficult. An alternative to rational design is selection of mutants
M L Shimkus et al.
DNA (Mary Ann Liebert, Inc.), 5(3), 247-255 (1986-06-01)
Two biotin-labeled nucleotide analogs, Bio-4-dUTP and Bio-12-SS-dUPT, were synthesized by a modification of the procedure described by Langer et al. (1981). Deoxyuridine 5'-triphosphate was first mercurated at the 5-C and subsequently reacted with allylamine to form 5-(3-amino)allyldeoxyuridine 5'-triphosphate (AA-dUTP). AA-dUTP
Midori Futami et al.
Bioconjugate chemistry, 23(10), 2025-2031 (2012-09-20)
Protein cationization techniques are powerful protein transduction methods for mammalian cells. As we demonstrated previously, cationized proteins with limited conjugation to polyethylenimine have excellent ability to enter into cells by adsorption-mediated endocytosis [Futami, J., et al. (2005) J. Biosci. Bioeng.
Omid Hekmat et al.
Journal of proteome research, 7(8), 3282-3292 (2008-06-20)
An activity-based isotope-coded affinity tagging (AB-ICAT) strategy for proteome-wide quantitation of active retaining endoglycosidases has been developed. Two pairs of biotinylated, cleavable, AB-ICAT reagents (light H(8) and heavy D(8)) have been synthesized, one incorporating a recognition element for cellulases and

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service