128625-52-5 Usage
Description
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, also known as PyBOP, is an activator of carboxyl groups commonly used in peptide synthesis. It is an off-white solid that shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.
Uses
Used in Peptide Synthesis:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a coupling reagent for peptide synthesis without carcinogenic by-products, replacing the BOP reagent. It is especially suitable for solid-phase peptide synthesis and helps avoid racemization.
Used in Pharmaceutical Industry:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a reagent for the synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization, generation of endocrine disruptor chemical binders, and cycloaddition to template-assembled multivalent peptide conjugates.
Used in Chemical Research:
Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate is used as a reagent for carboxylic acid esterification and participates in various chemical reactions in research settings.
Check Digit Verification of cas no
The CAS Registry Mumber 128625-52-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,8,6,2 and 5 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 128625-52:
(8*1)+(7*2)+(6*8)+(5*6)+(4*2)+(3*5)+(2*5)+(1*2)=135
135 % 10 = 5
So 128625-52-5 is a valid CAS Registry Number.
InChI:InChI=1/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q2*-1
128625-52-5Relevant articles and documents
Synthesis and chemical constitution of diphenoxyphosphoryl derivatives and phosphonium salts as coupling reagents for peptide segment condensation
Hoffmann, Frank,Jaeger, Lothar,Griehl, Carola
, p. 299 - 309 (2003)
The reactions of diphenoxyphosphoryl chloride ((PhO)2P(O)Cl) and different chlorophosphonium salts ([R3PCl]X, R = (CH3)2N, pyrrolidine, X = PF6-, BF4-), respectively, with 7-aza-1-hydroxybenzotriazole (HOAt), 1-hydroxybenzotriazole (HOBt), hydroximinomalonitrile (HOxDCO), and ethyl hydroximinocyanoacetate (HOxO) are described. The structures of the new compounds, which are useful coupling reagents for epimerization-free peptide segment condensation, are discussed on the basis of their 1H, 13C, 31P NMR, and IR spectra. The reactions of (PhO)2P(O)Cl lead to mixtures of O- and N-phosphorylated isomers of varying ratios. Contrary, reactions of chlorophosphonium salts yield exclusively one isomer.
Pyrazinone thrombin inhibitors
-
, (2008/06/13)
Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: or a pharmaceutically acceptable salt thereof, wherein A is