8.52326
Fmoc-azidolysine
≥98.0% (HPLC), for peptide synthesis, Novabiochem®
Synonym(s):
Fmoc-azidolysine
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| Size/SKU | Availability | Price |
|---|---|---|
1 g | Estimated to ship TODAYfromSAINT LOUIS | $836.00 |
5 g | Estimated to ship onOctober 13, 2026fromSAINT LOUIS | $1,390.00 |
About This Item
Empirical Formula (Hill Notation):
C21H22N4O4
CAS Number:
Molecular Weight:
394.42
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Product Name
Fmoc-azidolysine, Novabiochem®
Quality Segment
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.
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
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
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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