8.52073
Fmoc-Glu-OAll
Novabiochem®
别名:
Fmoc-Glu-OAll, N-α-Fmoc-L-glutamic acid α-allyl ester
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关于此项目
经验公式（希尔记法）:
C23H23NO6
化学文摘社编号:
分子量:
409.43
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
产品名称
Fmoc-Glu-OAll, Novabiochem®
SMILES string
N([C@@H](CCC(=O)O)C(=O)OCC=C)C(=O)OCC1c2c(cccc2)c3c1cccc3
InChI
1S/C23H23NO6/c1-2-13-29-22(27)20(11-12-21(25)26)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,25,26)/t20-/m0/s1
InChI key
ORKKMGRINLTBPC-FQEVSTJZSA-N
product line
Novabiochem®
assay
≥95.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
mp
118-122 °C
application(s)
peptide synthesis
functional group
carboxylic acid
storage temp.
2-30°C
Quality Level
Analysis Note
Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157A)): ≥ 98 %
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.0 %
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(157A)): ≥ 98 %
Purity (TLC(CMA2)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 1.0 %
To see the solvent systems used for TLC of Novabiochem® products please click here.
General description
Orthogonally-protected building block for the synthesis of head-to-tail cyclic peptides [1,2] by Fmoc SPPS.The α-allyl ester can be selectively removed in the presence of Fmoc- and tBu-based protecting groups by treatment with Pd(Ph3P)4/ CHCl3/AcOH/NMM[3], thereby facilitating the synthesis of branched esters and amides, and lactones and lactams incorporating a glutamyl unit.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] W. Bannwarth, et al. (1992) Tetrahedron Lett., 33, 4557.
[2] F. Albericio, et al. (1993) Tetrahedron Lett., 34, 1549.
[3] S. A. Kates, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 13th American Peptide Symposium′, ESCOM, Leiden, 1994, pp. 113.
Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Literature references
[1] W. Bannwarth, et al. (1992) Tetrahedron Lett., 33, 4557.
[2] F. Albericio, et al. (1993) Tetrahedron Lett., 34, 1549.
[3] S. A. Kates, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 13th American Peptide Symposium′, ESCOM, Leiden, 1994, pp. 113.
Other Notes
Replaces: 04-12-1158
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
法规信息
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Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.
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