79840
N-Phthaloyl-L-glutamic acid
purum, ≥98.0% (T)
Synonym(s):
PhGA
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About This Item
Empirical Formula (Hill Notation):
C13H11NO6
CAS Number:
Molecular Weight:
277.23
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
90136
MDL number:
SMILES string
OC(=O)CC[C@H](N1C(=O)c2ccccc2C1=O)C(O)=O
InChI
1S/C13H11NO6/c15-10(16)6-5-9(13(19)20)14-11(17)7-3-1-2-4-8(7)12(14)18/h1-4,9H,5-6H2,(H,15,16)(H,19,20)/t9-/m0/s1
InChI key
FEFFSKLJNYRHQN-VIFPVBQESA-N
grade
purum
assay
≥98.0% (T)
optical activity
[α]20/D −48±2°, c = 3% in dioxane
application(s)
peptide synthesis
Other Notes
N-protected derivative of L-glutamic acid. The anhydride (prepared with DCCI or Ac2O without racemization) is used for γ-L-glutamylations; The phthaloyl protection can be removed mildly
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Isolation and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor in Coprinus atramentarius; Syntheses of coprine and related cyclopropa4one derivatives.
P Lindberg et al.
Journal of the Chemical Society. Perkin transactions 1, (6), 684-691 (1977-01-01)
Agaridoxin, a mushroom metabolite. Isolation, structure, and synthesis.
A Szent-Gyorgyi et al.
The Journal of organic chemistry, 41(9), 1603-1606 (1976-04-30)
-Glutamyl cyclotransferase. Distribution, isozymic forms, and specificity.
M Orlowski et al.
The Journal of biological chemistry, 248(8), 2836-2844 (1973-04-25)
U. Nagai et al.
Tetrahedron Letters, 26, 647-647 (1985)
J.O. Osby et al.
Tetrahedron Letters, 25, 2093-2093 (1984)
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