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Merck
CN

8.51095

PyOxim

≥99.0% (HPLC), for peptide synthesis, Novabiochem®

Synonym(s):

PyOxim, 1-Cyano-2-ethoxy-2-oxoethylideneaminooxy-tris-pyrrolidino-phosphonium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C17H29F6N5O3P2
CAS Number:
153433-21-7
Molecular Weight:
527.38
UNSPSC Code:
12352126
NACRES:
NA.22
MDL number:
MFCD18643381

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Product Name

PyOxim, Novabiochem®

SMILES string

F[P-](F)(F)(F)(F)F.[P](=[N+]3CCCC3)(N2CCCC2)(N1CCCC1)O\N=C(\C(=O)OCC)/C#N

InChI

1S/C17H29N5O3P.F6P/c1-2-24-17(23)16(15-18)19-25-26(20-9-3-4-10-20,21-11-5-6-12-21)22-13-7-8-14-22;1-7(2,3,4,5)6/h2-14H2,1H3;/q+1;-1/b19-16+;

InChI key

RDWDVLFMPFUBDV-PXMDEAMVSA-N

product line

Novabiochem®

assay

≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

storage temp.

-10 to -25°C

Quality Level

300

Related Categories

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 %
Solubility (1 mmole in 2 ml DMF): clearly soluble

Features and Benefits

  • Mediates coupling with superior efficiency to PyBOP, TBTU, and HCTU
  • Mediates coupling with low racemization or epimerization
  • Ideal for fragment condensation and synthesis of cyclic peptides as the reagent cannot cause guanidinylation
  • Excellent solubility in DMF and NMP

General description

PyOxim [1] is a novel reagent which mediates coupling reactions with efficiencies superior to HATU and PyBOP and comparable to COMU. It is has excellent solubility in DMF and is stable in solution under an inert atmosphere for two days. Unlike HATU and HBTU, it cannot cause chain terminating side reactions and is, therefore, ideal for the synthesis of cyclic peptides. Furthermore, it is not explosive under normal operating conditions and is less likely to exhibit allergenicity compared to other coupling reagents.


Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

[1] R. Subiros-Funosas, et al. (2010) Org. Biomol. Chem., 8, 3665.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Articles

Peptide Coupling Reagents Guide

Novabiochem® coupling reagents for in situ activation are fast-reacting and compatible with various amino acids.

肽偶联剂选择指南

Novabiochem®可提供大量的偶联剂用于原位活化。原位活化试剂易于使用 - 即使是利用空间位阻氨基酸，并且它们的使用通常没有副反应。

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