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8.52322

Sigma-Aldrich

Fmoc-δ-azidonorvaline

Novabiochem®

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Synonym(s):
Fmoc-δ-azidonorvaline
Empirical Formula (Hill Notation):
C20H20N4O4
CAS Number:
Molecular Weight:
380.40
MDL number:

Quality Level

product line

Novabiochem®

Assay

≥95.0% (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

InChI

1S/C20H20N4O4/c21-24-22-11-5-10-18(19(25)26)23-20(27)28-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,23,27)(H,25,26)/t18-/m0/s1

InChI key

TVPIDQLSARDIPX-SFHVURJKSA-N

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This Item
8.523268.523218.52351
Fmoc-azidolysine Novabiochem®

Sigma-Aldrich

8.52326

Fmoc-azidolysine

assay

≥95.0% (HPLC)

assay

≥98.0% (HPLC)

assay

-

assay

≥98.0% (HPLC)

form

powder

form

powder

form

solid

form

powder

functional group

azide

functional group

azide

functional group

azide

functional group

azide

storage temp.

15-25°C

storage temp.

15-25°C

storage temp.

15-25°C

storage temp.

15-25°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

A useful tool for the synthesis of branched, side-chain modified, 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 [1] or phosphines [2,3].

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.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Articles

Novabiochem® product range has one of the largest collections of orthogonally and quasi-orthogonally protected tri-functional amino acids. These derivatives are useful tools for the synthesis of cyclic and branched peptides and peptides carrying side-chain modifications.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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