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96270

Sigma-Aldrich

Z-Gly-Pro

≥99.0% (TLC)

Synonym(s):

Z-Glycyl-L-proline

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About This Item

Empirical Formula (Hill Notation):
C15H18N2O5
CAS Number:
1160-54-9
Molecular Weight:
306.31
Beilstein:
94536
EC Number:
214-598-8
MDL number:
MFCD00037341
UNSPSC Code:
12352209
PubChem Substance ID:
57653753
NACRES:
NA.22

Quality Level

100

Assay

≥99.0% (TLC)

form

powder

optical activity

[α]20/D −70±2°, c = 2% in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

155-158 °C

application(s)

peptide synthesis

SMILES string

OC(=O)[C@@H]1CCCN1C(=O)CNC(=O)OCc2ccccc2

InChI

1S/C15H18N2O5/c18-13(17-8-4-7-12(17)14(19)20)9-16-15(21)22-10-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H,16,21)(H,19,20)/t12-/m0/s1

InChI key

ZTUKZKYDJMGJDC-LBPRGKRZSA-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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3930
BCBW7568
BCBW0678
BCBV8207
BCBV7543

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V Fülöp et al.
The Journal of biological chemistry, 276(2), 1262-1266 (2000-10-14)
Structure determination of the inactive S554A variant of prolyl oligopeptidase complexed with an octapeptide has shown that substrate binding is restricted to the P4-P2' region. In addition, it has revealed a hydrogen bond network of potential catalytic importance not detected
Ylva Hedeland et al.
Journal of chromatography. A, 984(2), 261-271 (2003-02-05)
N-Benzoxycarbonylglycyl-L-proline (L-ZGP) has been introduced as a chiral selector for enantioseparation of amines in non-aqueous capillary electrophoresis. Methanol mixed with different proportions of dichloromethane, 1,2-dichloroethane or 2-propanol containing L-ZGP and ammonium acetate was used as the background electrolyte. Enantioseparation of
Y Bergqvist et al.
Journal of chromatography, 620(2), 217-224 (1993-10-29)
A stereoselective HPLC method is described for the determination of (SR)- and (RS)-mefloquine in plasma. The direct chiral separation is carried out on a Hypercarb-S column (porous graphitised carbon) with N-benzyloxycarbonyl-glycyl-L-proline (L-ZGP) as a chiral counter-ion in a reversed-phase system.
I Nagaoka et al.
Biochimica et biophysica acta, 847(1), 67-76 (1985-10-30)
The subcellular localization of the bradykinin-inactivating activity was studied using guinea-pig neutrophils and the following results were obtained. The bradykinin-inactivating activities were found to be present in the cytosol and membrane fractions but not in the granular and nuclear fractions.
N H Huynh et al.
Journal of chromatography. A, 705(2), 275-287 (1995-06-30)
Direct separation of enantiomeric amines using mainly N-benzyloxycarbonylglycyl-L-proline (L-ZGP) but also N-benzyloxycarbonylglyclglcyl-L-proline (L-ZGGP) as the chiral counter ion in methanol is described. The solid phase was Hypercarb porous graphitic carbon. Several amines of pharmacological interest (e.g., alprenolol, sotalol, terbutaline, promethazine
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