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About This Item
Linear Formula:
C6H5CH2CH(NH2)CONHCH2COOH · aq
CAS Number:
Molecular Weight:
222.24 (anhydrous basis)
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
2218143
MDL number:
SMILES string
O.N[C@@H](Cc1ccccc1)C(=O)NCC(O)=O
InChI
1S/C11H14N2O3.H2O/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8;/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15);1H2/t9-;/m0./s1
InChI key
QNLAQUFDXQTNOW-FVGYRXGTSA-N
assay
≥98.0% (dried material)
form
crystals
optical activity
[α]20/D +103±3°, c = 1% in H2O
impurities
≤5% ethanol, ≤5% water
mp
~260 °C (dec.)
application(s)
peptide synthesis
Quality Level
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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K Inui et al.
Biochimica et biophysica acta, 769(2), 449-454 (1984-01-25)
Carrier-mediated transport of aminocephalosporin antibiotics by renal brush-border membrane vesicles has been studied in relation to the transport systems for dipeptides and amino acids. Dipeptides such as L-carnosine (beta-alanyl-L-histidine) and L-phenylalanylglycine competitively inhibited the uptake of cephalexin, but amino acids
Modulation of fibrillation of hIAPP core fragments by chemical modification of the peptide backbone.
Maria Andreasen et al.
Biochimica et biophysica acta, 1824(2), 274-285 (2011-11-09)
The well-ordered cross β-strand structure found in amyloid aggregates is stabilized by many different side chain interactions, including hydrophobic interactions, electrostatic charge and the intrinsic propensity to form β-sheet structures. In addition to the side chains, backbone interactions are important
A H Dantzig et al.
Biochemical and biophysical research communications, 155(2), 1082-1087 (1988-09-15)
A transport carrier for cephalexin, a cephalosporin antibiotic, was identified in a human intestinal cell line, HT-29. Uptake via the carrier was inhibited by dipeptides, phe-gly, gly-pro, carnosine, and cefaclor, a close drug analog. Uptake was unaffected by the presence
Akira Yamamoto et al.
International journal of pharmaceutics, 250(1), 119-128 (2002-12-14)
We synthesized three novel lipophilic derivatives of phenylalanyl-glycine (Phe-Gly), C4-Phe-Gly, C6-Phe-Gly and C8-Phe-Gly by chemical modification with butyric acid (C4), caproic acid (C6) and octanoic acid (C8). The effect of the acylation on the stability, permeability and accumulation of Phe-Gly
S Chakrabarti et al.
Toxicology, 67(1), 15-27 (1991-03-25)
An isomeric mixture of S-[(1 and 2)-phenyl-2-hydroxyethyl]glutathione (PHEG), a glutathione conjugate of styrene, is moderately nephrotoxic. Its in vivo nephrotoxicity was characterized by significant elevations in the urinary excretion of glucose, gamma-glutamyl transpeptidase, glutamate dehydrogenase, N-acetyl-beta-D-glucosaminidase and lactic dehydrogenase 24
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