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Merck
CN

8.51095

PyOxim

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

别名:

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

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关于此项目

经验公式(希尔记法):
C17H29F6N5O3P2
化学文摘社编号:
分子量:
527.38
UNSPSC Code:
12352126
NACRES:
NA.22
MDL number:
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产品名称

PyOxim, Novabiochem®

Quality Segment

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

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

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.

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

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

Legal Information

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


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存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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