670359
乙酰基硫甲基-硼烷二苯基膦复合物
≥98.0%
别名:
(T-4)-[S-[(Diphenylphosphino-κP)methyl] ethanethioate]trihydroboron
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关于此项目
经验公式（希尔记法）:
C15H18BOPS
化学文摘社编号:
分子量:
288.15
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
产品名称
乙酰基硫甲基-硼烷二苯基膦复合物, ≥98.0%
SMILES string
B.CC(=O)SCP(c1ccccc1)c2ccccc2
InChI
1S/C15H15OPS.BH3/c1-13(16)18-12-17(14-8-4-2-5-9-14)15-10-6-3-7-11-15;/h2-11H,12H2,1H3;1H3
InChI key
MXPNVFCCEGQGEN-UHFFFAOYSA-N
assay
≥98.0%
form
solid
reaction suitability
reaction type: click chemistry
reagent type: ligand
reaction type: Staudinger Reaction
mp
52-55 °C
functional group
phosphine
storage temp.
2-8°C
Legal Information
授权后方可销售，仅供研发使用。美国专利 6,974,884 和相关专利申请
Application
- Traceless Staudinger ligation reagent with borane protecting group.
- The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine.
- After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond.
- Used in the synthesis of cyclic peptides.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Matthew B Soellner et al.
The Journal of organic chemistry, 67(14), 4993-4996 (2002-07-06)
The Staudinger ligation of peptides with a C-terminal phosphinothioester and N-terminal azide is an emerging method in protein chemistry. Here, the first Staudinger ligations of nonglycyl azides are reported and shown to proceed both in nearly quantitative yield and with
Michaela Mühlberg et al.
Bioorganic & medicinal chemistry, 18(11), 3679-3686 (2010-05-15)
The traceless Staudinger ligation has recently found various applications in the field of peptide synthesis and modification, including immobilization and cyclization strategies. In this report, we utilize the traceless Staudinger ligation in the formation of amide bonds, which allows the
相关内容
Raines lab innovations include traceless Staudinger ligation and DTBA reagent, advancing chemical biology research with Sigma-Aldrich.
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