900555

Sigma-Aldrich

N -异氰亚氨基)三苯磷

95%

别名:
Pinc
Empirical Formula (Hill Notation):
C19H16N2P
CAS号:
分子量:
303.32
MDL number:

Quality Level

assay

95%

form

solid

application(s)

peptide synthesis: suitable

InChI

1S/C19H15N2P/c1-20-21-22(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19/h2-16H

InChI key

NIDTXBFHPXMXTR-UHFFFAOYSA-N

Application

Despite growing interest for therapeutic and other biological applications, cyclic peptidomimetics are challenging to synthesize. As reported by the lab of Andrei Yudin, (N-isocyanoimino)triphenylphosphorane (Pinc
) enables zwitterionic-controlled generation of peptide macrocyles from linear peptides and aldehydes. Containing a 1,3,4-oxadiazole, the resulting peptide exhibits both improved membrane permeability, lipophilicity, and aqueous solubility.
Different functional groups can be introduced by varying the aldehyde, and initial work used propionaldehyde (538124), phenylacetaldehyde (107395), and isovaleraldehyde (146455).

Packaging

5 g in glass bottle
500 mg in glass insert

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

技术文章
Isocyanides are widely used reagents in organic synthesis, with applications ranging from materials science to drug discovery.
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相关内容
The Yudin laboratory is known for the development of amphoteric molecules and their application in synthesis. The corresponding reagents possess nucleophilic and electrophilic functional groups that do not prematurely react with each other.
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