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78110

Sigma-Aldrich

Phe-Gly hydrate

≥98.0% (dried material)

Synonym(s):

L-Phenylalanyl-glycine hydrate

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About This Item

Linear Formula:
C6H5CH2CH(NH2)CONHCH2COOH · aq
CAS Number:
Molecular Weight:
222.24 (anhydrous basis)
Beilstein:
2218143
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

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

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

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
Jon Våbenø et al.
The Journal of organic chemistry, 67(26), 9186-9191 (2002-12-21)
The readily available N-Boc-protected delta-amino alpha,beta-unsaturated gamma-keto ester 1 was diastereoselectively reduced to the corresponding alcohols 2 and 3, using boron- and aluminum-based reducing reagents. Reduction reactions were successful and resulted in anti/syn ratios of alcohols of >95:5 (80% yield)
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

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