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Merck
CN

ALD00602

(–)-PSI Reagent

95%

别名:

(2S,3aS,6R,7aS)-3a-Methyl-2-((perfluorophenyl)thio)-6-(prop-1-en-2-yl)hexahydrobenzo[d][1,3,2]oxathiaphosphole 2-sulfide, (–)-Ψ, Phosphorus-Sulfur Incorporation Reagent

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关于此项目

经验公式(希尔记法):
C16H16F5OPS3
化学文摘社编号:
分子量:
446.46
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
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产品名称

(–)-PSI Reagent, 95%

InChI key

YPYCUYPOHPPYAS-QSHUGKRNSA-N

InChI

1S/C16H16F5OPS3/c1-7(2)8-4-5-16(3)9(6-8)22-23(24,26-16)25-15-13(20)11(18)10(17)12(19)14(15)21/h8-9H,1,4-6H2,2-3H3/t8-,9+,16+,23?/m1/s1

SMILES string

Fc1c(c(c(c(c1F)F)S[P]2(=S)S[C@@]3([C@@H](O2)C[C@@H](CC3)C(=C)C)C)F)F

assay

95%

form

powder or crystals

mp

103-107 °C

Application

Air- and moisture-tolerant, this (-)-PSI Reagent was developed in the Baran lab for stereocontrolled synthesis of phosphorothioate oligonucleotides. The enantiomer, (+)-PSI Reagent, is also available (cat# ALD00604).
The PSI Reagents open access to thiophosphate-based nucleotide molecules with therapeutic promise as demonstrated by the Baran lab in the preparation of pure stereoisomers of cyclic dinucleotides (CDNs) and antisense oligonucleotides (ASOs).

Learn more about PI and PSI reagents

Legal Information

PCT/US2019/027256; U.S. Nonprovisional Patent Application #16/382,692

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Kyle W Knouse et al.
Science (New York, N.Y.), 361(6408), 1234-1238 (2018-08-04)
Phosphorothioate nucleotides have emerged as powerful pharmacological substitutes of their native phosphodiester analogs with important translational applications in antisense oligonucleotide (ASO) therapeutics and cyclic dinucleotide (CDN) synthesis. Stereocontrolled installation of this chiral motif has long been hampered by the systemic

商品

PI and PSI reagents are a platform of phosphate-based reagents for phosphorylation and phosphothiolation of nucleotides and peptides developed by the Baran lab.

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