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Merck
CN

914924

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

≥95%

别名:

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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关于此项目

经验公式(希尔记法):
C15H25N3O4S3
化学文摘社编号:
分子量:
407.57
UNSPSC Code:
12352106
NACRES:
NA.22
MDL number:
Assay:
≥95%
Form:
powder
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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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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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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



全球贸易项目编号

货号GTIN
914924-50MG04061842083893