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2578-57-6,MFCD00150306
Catalog No.:AA00BCBP

2578-57-6 | H-Pro-gly-oh

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250mg
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$24.00   $17.00
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1g
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$42.00   $29.00
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5g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BCBP
Chemical Name:
H-Pro-gly-oh
CAS Number:
2578-57-6
Molecular Formula:
C7H12N2O3
Molecular Weight:
172.1818
MDL Number:
MFCD00150306
SMILES:
OC(=O)CNC(=O)[C@@H]1CCCN1
Properties
Properties
 
Form:
Solid  
MP:
236℃  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
193  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-3  

Downstream Synthesis Route

[1]Rydon;Smith[JournaloftheChemicalSociety,1956,p.3642,3646]

[1]Simmonds;Fruton[JournalofBiologicalChemistry,1948,vol.174,p.705,713]

2-bromo-4-methylpentanoylchloride 
  2578-57-6   
<i>N</i>-1-((Ξ)-2-bromo-4-methyl-valeryl)-L-prolyl-glycine 

[1]Abderhalden;Merkel[Fermentforschung,1938,vol.15,p.1,18]

[1]Poroschinetal.[IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1958,p.1129,1130;engl.Ausg.S.1097]

[1]Gudasheva;Vasilevich;Ostrovskaya;Trofimov;Voronina;Skoldinov;Rozantsev[PharmaceuticalChemistryJournal,1996,vol.30,#9,p.562-567]

[2]Abderhalden;Nienburg[Fermentforschung,1933,vol.13,p.573,594]

[3]Migliardi[ArchiviodiScienzeBiologiche,1941,vol.27,p.327,330]

[4]Grassmann;Wuensch[ChemischeBerichte,1958,vol.91,p.449,453]Rydon;Smith[JournaloftheChemicalSociety,1956,p.3642,3646]

[5]Locationinpatent:experimentalpartChen;Sung;Sung,Kuangsen[AminoAcids,2010,vol.38,#3,p.839-845]

Literature

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Journal: Bioorganic & medicinal chemistry letters 20121201

Title: Arginine-containing tripeptide Pro-Arg-Gly is involved in the regulation of the function of anticoagulation and insular systems under persistent hyperglycemia.

Journal: Bulletin of experimental biology and medicine 20120901

Title: Identification of food-derived elastin peptide, prolyl-glycine (Pro-Gly), in human blood after ingestion of elastin hydrolysate.

Journal: Journal of agricultural and food chemistry 20120523

Title: The triple helical structure and stability of collagen model peptide with 4(S)-hydroxyprolyl-Pro-Gly units.

Journal: Biopolymers 20120101

Title: Voltage gated ion channel function: gating, conduction, and the role of water and protons.

Journal: International journal of molecular sciences 20120101

Title: The pyrolytic profile of lyophilized and deep-frozen compact part of the human bone.

Journal: TheScientificWorldJournal 20120101

Title: Trials for the co-expression of the merozoite surface protein-1 and circumsporozoite protein genes of Plasmodium vivax.

Journal: Experimental parasitology 20111101

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Title: Can human prolidase enzyme use different metals for full catalytic activity?

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Title: Murine immune responses to a Plasmodium vivax-derived chimeric recombinant protein expressed in Brassica napus.

Journal: Malaria journal 20110101

Title: An insight into the sialome of Simulium guianense (DIPTERA:SIMulIIDAE), the main vector of River Blindness Disease in Brazil.

Journal: BMC genomics 20110101

Title: Probing the production of amidated peptides following genetic and dietary copper manipulations.

Journal: PloS one 20110101

Title: Effect of glyprolines on homeostasis of gastric mucosa in rats with stress ulcers.

Journal: Bulletin of experimental biology and medicine 20100701

Title: Synthesis of proline-derived dipeptides and their catalytic enantioselective direct aldol reactions: catalyst, solvent, additive and temperature effects.

Journal: Amino acids 20100301

Title: Insertion of tetracysteine motifs into dopamine transporter extracellular domains.

Journal: PloS one 20100101

Title: Detection and architecture of small heat shock protein monomers.

Journal: PloS one 20100101

Title: [Protective antithrombotic effects of proline-containing peptides in the animal body subjected to stress].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20100101

Title: The bridge helix coordinates movements of modules in RNA polymerase.

Journal: BMC biology 20100101

Title: Chemical and functional aspects of posttranslational modification of proteins.

Journal: Acta naturae 20091001

Title: A gadolinium-binding cyclodecapeptide with a large high-field relaxivity involving second-sphere water.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090720

Title: N-primary-amine-terminal beta-turn tetrapeptides as organocatalysts for highly enantioselective aldol reaction.

Journal: The Journal of organic chemistry 20090703

Title: Psi[CH(CF(3))NH]Gly-peptides: synthesis and conformation analysis.

Journal: Organic & biomolecular chemistry 20090607

Title: Design of beta-hairpin peptides for modulation of cell adhesion by beta-turn constraint.

Journal: Journal of medicinal chemistry 20090212

Title: Export of recombinant proteins in Escherichia coli using ABC transporter with an attached lipase ABC transporter recognition domain (LARD).

Journal: Microbial cell factories 20090101

Title: Comparison of quantitative conformer analyses by nuclear magnetic resonance and Raman optical activity spectra for model dipeptides.

Journal: The journal of physical chemistry. A 20080918

Title: Synthesis of highly selective fluorescent peptide probes for metal ions: tuning selective metal monitoring with secondary structure.

Journal: Bioorganic & medicinal chemistry 20080915

Title: Conformational properties of the Pro-Gly motif in the D-Ala-l-Pro-Gly-D-Ala model peptide explored by a statistical analysis of the NMR, Raman, and Raman optical activity spectra.

Journal: The Journal of organic chemistry 20080215

Title: Dissecting the proline effect: dissociations of proline radicals formed by electron transfer to protonated Pro-Gly and Gly-Pro dipeptides in the gas phase.

Journal: Journal of the American Chemical Society 20070627

Title: Different effects of sulfur amino acids on prolidase and prolinase activity in normal and prolidase-deficient human erythrocytes.

Journal: Clinica chimica acta; international journal of clinical chemistry 20070101

Title: Synthesis and evaluation of bivalent NDP-alpha-MSH(7) peptide ligands for binding to the human melanocortin receptor 4 (hMC4R).

Journal: Bioconjugate chemistry 20070101

Title: Assessing computational amino acid beta-turn propensities with a phage-displayed combinatorial library and directed evolution.

Journal: Structure (London, England : 1993) 20061001

Title: Human PEPT1 pharmacophore distinguishes between dipeptide transport and binding.

Journal: Journal of medicinal chemistry 20060615

Title: Catabolism of the octadecaneuropeptide ODN by prolyl endopeptidase: identification of an unusual cleavage site.

Journal: Peptides 20060601

Title: Structural features in EIAV NCp11: a lentivirus nucleocapsid protein with a short linker.

Journal: Biochemistry 20060502

Title: Effects of glyprolines on stress-induced behavioral disorders in rats.

Journal: Neuroscience and behavioral physiology 20060501

Title: Conformational flexibility of L-alanine zwitterion determines shapes of Raman and Raman optical activity spectral bands.

Journal: The journal of physical chemistry. A 20060413

Title: Identification of a highly conserved pro-gly doublet in non-animal small heat shock proteins and characterization of its structural and functional roles in Mycobacterium tuberculosis Hsp16.3.

Journal: Biochemistry. Biokhimiia 20060101

Title: High-resolution crystal structure of an avidin-related protein: insight into high-affinity biotin binding and protein stability.

Journal: Acta crystallographica. Section D, Biological crystallography 20050501

Title: Crystal structure of cyclic (APGVGV)2, an analog of elastin, and a suggested mechanism for elongation/contraction of the molecule.

Journal: Biopolymers 20050301

Title: [Effects of glyprolines on development and healing of acetate ulcers in rats].

Journal: Patologicheskaia fiziologiia i eksperimental'naia terapiia 20050101

Title: Monitoring protein stability in vivo.

Journal: Microbial cell factories 20050101

Title: The peptide-substrate-binding domain of collagen prolyl 4-hydroxylases is a tetratricopeptide repeat domain with functional aromatic residues.

Journal: The Journal of biological chemistry 20041210

Title: Water molecule adsorption on protonated dipeptides.

Journal: Journal of the American Chemical Society 20040204

Title: Gapped alignment of protein sequence motifs through Monte Carlo optimization of a hidden Markov model.

Journal: BMC bioinformatics 20040101

Title: Characteristics of prolinase against various iminodipeptides in erythrocyte lysates from a normal human and a patient with prolidase deficiency.

Journal: Clinical chemistry and laboratory medicine 20040101

Title: Structure of an elastin-mimetic polypeptide by solid-state NMR chemical shift analysis.

Journal: Biopolymers 20031001

Title: Prevention of thrombus formation with glyprolines on various models of prethrombotic state and thrombosis in rats.

Journal: Bulletin of experimental biology and medicine 20031001

Title: Cyclopropyl glycine and proline-containing preparation noopept evoke two types of membrane potential responses in synaptoneurosomes.

Journal: Bulletin of experimental biology and medicine 20030601

Title: Effect of glyprolines on norepinephrine tone of isolated rat aortic rings.

Journal: Bulletin of experimental biology and medicine 20030401

Title: Channel properties of template assembled alamethicin tetramers.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20030101

Title: Polar residue tagging of transmembrane peptides.

Journal: Biopolymers 20030101

Title: Synthesis of the pro-gly dipeptide alkene isostere using olefin cross-metathesis.

Journal: The Journal of organic chemistry 20020823

Title: Spectroscopic and ligand-field properties of [L-prolylglycinato][di(3-aminopropyl)amine]chromium(III) perchlorate.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20020601

Title: New biarsenical ligands and tetracysteine motifs for protein labeling in vitro and in vivo: synthesis and biological applications.

Journal: Journal of the American Chemical Society 20020529

Title: Studies on novel peptidomimetics having bi-directional dispositions of hydroxylated D-Pro-Gly motifs anchored on a C(2)-symmetric iminosugar-based foundation.

Journal: The Journal of organic chemistry 20020405

Title: [Correction of the stomach blood flow as a mechanism of anti-ulcer effects of short proline-containing peptides].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20011101

Title: Comparative study of modulatory effects of Semax and primary proline-containing peptides on hemostatic reactions.

Journal: Bulletin of experimental biology and medicine 20010701

Title: Fluorometric determination of N-terminal prolyl dipeptides, proline and hydroxyproline in human serum by pre-column high-performance liquid chromatography using 4-(5,6-dimethoxy-2-phthalimidinyl)-2-methoxyphenylsufonyl chloride.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010615

Title: Genetically engineered peptide fusions for improved protein partitioning in aqueous two-phase systems. Effect of fusion localization on endoglucanase I of Trichoderma reesei.

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Title: [Fibrin-depolymerization activity and the antiplatelet effect of small cyclic and linear proline-containing peptides].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20010101

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Tags:2578-57-6 Molecular Formula|2578-57-6 MDL|2578-57-6 SMILES|2578-57-6 H-Pro-gly-oh