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ALD00604

Sigma-Aldrich

(+)-PSI Reagent

95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H16F5OPS3
CAS Number:
Molecular Weight:
446.46
UNSPSC Code:
12352101

assay

95%

form

powder or crystals

mp

102-107 °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# ALD00602).
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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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

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