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经验公式(希尔记法):
C34H42N2O6
化学文摘社编号:
分子量:
574.71
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
产品名称
Fmoc-Lys(ivDde)-OH, Novabiochem®
SMILES string
N([C@@H](CCCCNC(=C4C(=O)CC(CC4=O)(C)C)CC(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
InChI key
PYCBVLUBTMHNPW-MHZLTWQESA-N
product line
Novabiochem®
assay
≥85.0% (acidimetric)
≥97% (TLC)
≥99.0% (HPLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
functional group
amine
storage temp.
-10 to -25°C
Quality Level
Analysis Note
Color (visual): white to slightly yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157B)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.00 %
To see the solvent systems used for TLC of Novabiochem® products please click here.
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157B)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 85.0 %
Water (K. F.): ≤ 1.00 %
To see the solvent systems used for TLC of Novabiochem® products please click here.
Application
- Fmoc Solid-Phase Peptide Synthesis of Human α-Calcitonin Gene-Related Peptide and Two Fluorescent Analogs: This study highlights the use of Fmoc-Lys(ivDde)-OH at residue 24 during the synthesis of human α-calcitonin gene-related peptide, demonstrating its utility in peptide labeling and fluorescence studies (M Fuente-Moreno et al., researchgate.net).
General description
This orthogonally-protected lysine derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains [1].When removing ivDde in the presence of allyl based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group [2].
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.
[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
[3] V. Wittmann & S. Seeberger (2000) Angew. Chem. Int. Ed. Engl., 39, 4348.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603.
[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
[3] V. Wittmann & S. Seeberger (2000) Angew. Chem. Int. Ed. Engl., 39, 4348.
Other Notes
Replaces: 04-12-1193
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
商品
Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.
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