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Merck

8.52326

Fmoc-azidolysine

≥98.0% (HPLC), for peptide synthesis, Novabiochem®

동의어(들):

Fmoc-azidolysine

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C21H22N4O4
CAS 번호:
Molecular Weight:
394.42
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
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제품 이름

Fmoc-azidolysine, Novabiochem®

Quality Level

product line

Novabiochem®

assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

azide

storage temp.

15-25°C

SMILES string

[N+](=[N-])=NCCCC[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O

InChI

1S/C21H22N4O4/c22-25-23-12-6-5-11-19(20(26)27)24-21(28)29-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,24,28)(H,26,27)/t19-/m0/s1

InChI key

PJRFTUILPGJJIO-IBGZPJMESA-N

General description

A useful tool for the synthesis of branched, side-chain modified and cyclic peptides and peptide tools for click chemistry by Fmoc SPPS. The side-chain azido group is completely stable to piperidine and TFA, but can be readily converted to an amine on the solid phase or in solution by reduction with thiols or phosphines. ,

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Literature references:
[1] M. Meldal, et al. (1997) Tetrahedron Lett., 38, 2531.
[2] J. T. Lundquist & J. C. Pelletier (2001) Org. Lett., 3, 781.
[3] N. Nepomniaschiy, et al. (2008) Org. Lett., 10, 5243.

Application

Recent applications of Fmoc-azidolysine include:
  • In the synthesis of a cationic cell-penetrating peptide (CPP) by click-chemistry.
  • In the preparation of a peptide-resorcinarene conjugate by click chemistry.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

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


저장 등급

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



시험 성적서(COA)

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문서 라이브러리 방문


문서

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.





국제 무역 품목 번호

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