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3321-03-7 | GLYCYL-L-PHENYLALANINE
CAS No: 3321-03-7 Catalog No: AG003QSX MDL No:MFCD00065110
Product Description
Catalog Number:
AG003QSX
Chemical Name:
GLYCYL-L-PHENYLALANINE
CAS Number:
3321-03-7
Molecular Formula:
C11H14N2O3
Molecular Weight:
222.2405
MDL Number:
MFCD00065110
IUPAC Name:
(2S)-2-[(2-aminoacetyl)amino]-3-phenylpropanoic acid
InChI:
InChI=1S/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)/t9-/m0/s1
InChI Key:
JBCLFWXMTIKCCB-VIFPVBQESA-N
SMILES:
NCC(=O)N[C@H](C(=O)O)Cc1ccccc1
EC Number:
222-027-9
Properties
Complexity:
250
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
222.1g/mol
Formal Charge:
0
Heavy Atom Count:
16
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
222.244g/mol
Monoisotopic Mass:
222.1g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
92.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.7
Literature
| Title | Journal |
|---|---|
| Intestinal drug transport via the proton-coupled amino acid transporter PAT1 (SLC36A1) is inhibited by Gly-X(aa) dipeptides. | Molecular pharmaceutics 20120904 |
| Intracellular alkalinization induces cytosolic Ca2+ increases by inhibiting sarco/endoplasmic reticulum Ca2+-ATPase (SERCA). | PloS one 20120101 |
| Development and validation of a simple cell-based fluorescence assay for dipeptidyl peptidase 1 (DPP1) activity. | Journal of biomolecular screening 20110101 |
| A confocal study on the visualization of chromaffin cell secretory vesicles with fluorescent targeted probes and acidic dyes. | Journal of structural biology 20101201 |
| Calcium- and polyphosphate-containing acidic granules of sea urchin eggs are similar to acidocalcisomes, but are not the targets for NAADP. | The Biochemical journal 20100801 |
| Covalent immobilisation of protease and laccase substrates onto siloxanes. | Chemosphere 20100801 |
| The calcium-mobilizing messenger nicotinic acid adenine dinucleotide phosphate participates in sperm activation by mediating the acrosome reaction. | The Journal of biological chemistry 20100611 |
| Purified TPC isoforms form NAADP receptors with distinct roles for Ca(2+) signaling and endolysosomal trafficking. | Current biology : CB 20100427 |
| Calcium signaling via two-pore channels: local or global, that is the question. | American journal of physiology. Cell physiology 20100301 |
| Cellular locations of proteinases and association with vesicles in Porphyromonas gingivalis. | European journal of medical research 20100101 |
| Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor. | Nature chemical biology 20090101 |
| Lysosomal targeting and trafficking of acid sphingomyelinase to lipid raft platforms in coronary endothelial cells. | Arteriosclerosis, thrombosis, and vascular biology 20081101 |
| Riboflavin-binding protein is a novel bitter inhibitor. | Chemical senses 20080101 |
| Improvement in performance of affinity gels containing Gly-D-Phe as a ligand to thermolysin due to increasing the spacer chain length. | Bioscience, biotechnology, and biochemistry 20070801 |
| NAADP mobilizes calcium from the endoplasmic reticular Ca(2+) store in T-lymphocytes. | The Journal of biological chemistry 20070629 |
| The lysosome or lysosome-related organelle may serve as a Ca2+ store in the boutons of hippocampal pyramidal cells. | Neuropharmacology 20070101 |
| Tuning the stacking properties of C3-symmetrical molecules by modifying a dipeptide motif. | Chemistry (Weinheim an der Bergstrasse, Germany) 20070101 |
| Chloroquine-resistant isoforms of the Plasmodium falciparum chloroquine resistance transporter acidify lysosomal pH in HEK293 cells more than chloroquine-sensitive isoforms. | Molecular and biochemical parasitology 20061201 |
| Human PEPT1 pharmacophore distinguishes between dipeptide transport and binding. | Journal of medicinal chemistry 20060615 |
| Calcium mobilization by nicotinic acid adenine dinucleotide phosphate (NAADP) in rat astrocytes. | Cell calcium 20060201 |
| Cation-independent mannose 6-phosphate and 78 kDa receptors for lysosomal enzyme targeting are located in different cell compartments. | Biochimica et biophysica acta 20050815 |
| Transpeptidation reactions of a specific substrate catalyzed by the Streptomyces R61 DD-peptidase: the structural basis of acyl acceptor specificity. | Biochemistry 20050802 |
| Transpeptidation reactions of a specific substrate catalyzed by the streptomyces R61 DD-peptidase: characterization of a chromogenic substrate and acyl acceptor design. | Biochemistry 20050802 |
| Molecular mechanism of the inhibition of cytochrome c aggregation by Phe-Gly. | Archives of biochemistry and biophysics 20050301 |
| Intrinsic folding of small peptide chains: spectroscopic evidence for the formation of beta-turns in the gas phase. | Journal of the American Chemical Society 20050119 |
| A yeast extract high in bioactive peptides has a blood-pressure lowering effect in hypertensive model. | Current medicinal chemistry 20050101 |
| Kinetics of degradation and oil solubility of ester prodrugs of a model dipeptide (Gly-Phe). | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20040801 |
| Uptake and intracellular fate of gelonin, a ribosome-inactivating protein, in rat liver. | Biochemical and biophysical research communications 20020906 |
| Lysosomal Ca(2+) stores in bovine corneal endothelium. | Investigative ophthalmology & visual science 20020701 |
| Internalization and stepwise degradation of heparan sulfate proteoglycans in rat hepatocytes. | Biochimica et biophysica acta 20011219 |
| Lipopolysaccharide and phorbol 12-myristate 13-acetate both impair monocyte differentiation, relating cellular function to virus susceptibility. | Immunology 20010801 |
| Effects of methylcyclodextrin on lysosomes. | European journal of biochemistry 20010301 |
| Lanthanide ion-mediated peptide hydrolysis. | Metal ions in biological systems 20010101 |
| Inhibitors of tripeptidyl peptidase II. 2. Generation of the first novel lead inhibitor of cholecystokinin-8-inactivating peptidase: a strategy for the design of peptidase inhibitors. | Journal of medicinal chemistry 20000224 |
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