914924
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
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About This Item
Empirical Formula (Hill Notation):
C15H25N3O4S3
CAS Number:
Molecular Weight:
407.57
UNSPSC Code:
12352106
NACRES:
NA.22
MDL number:
Assay:
≥95%
Form:
powder
Quality Level
assay
≥95%
form
powder
mp
172-175 °C
storage temp.
−20°C
SMILES string
S1[C@H]([C@H]2NC(=O)N[C@H]2C1)CCCCC(=O)NCCSSCCC(=O)O
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.
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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
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 914924-50MG | 04061842083893 |