704-15-4,MFCD00180732
Catalog No.:AA003QQ6

704-15-4 | Glycyl-l-proline

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Purity
Availability
Price(USD)
Quantity
  
250mg
97%
in stock  
$24.00   $17.00
- +
1g
97%
in stock  
$55.00   $39.00
- +
5g
97%
in stock  
$194.00   $136.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003QQ6
Chemical Name:
Glycyl-l-proline
CAS Number:
704-15-4
Molecular Formula:
C7H12N2O3
Molecular Weight:
172.1818
MDL Number:
MFCD00180732
SMILES:
NCC(=O)N1CCC[C@H]1C(=O)O
Properties
Properties
 
BP:
411.3°C at 760 mmHg  
Form:
Solid  
MP:
185℃  
Refractive Index:
-114 ° (C=4, H2O)  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
205  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-3.1  

Downstream Synthesis Route

[1]JournaloftheChemicalSociety,1956,p.3642,3646

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

[1]JournaloftheChemicalSociety,1956,p.3642,3646

[2]ChemistryofNaturalCompounds,1990,vol.26,p.686-690    KhimiyaPrirodnykhSoedinenii,1990,p.805-810

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

1-iodoacetyl-L-proline 
  704-15-4 

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

Literature

Title: The topical penta-peptide Gly-Pro-Ile-Gly-Ser increases the proportion of thick hair in Japanese men with androgenetic alopecia.

Journal: Journal of cosmetic dermatology 20160601

Title: Metabonomics analysis of urine and plasma from rats given long-term and low-dose dimethoate by ultra-performance liquid chromatography-mass spectrometry.

Journal: Chemico-biological interactions 20120930

Title: Intestinal drug transport via the proton-coupled amino acid transporter PAT1 (SLC36A1) is inhibited by Gly-X(aa) dipeptides.

Journal: Molecular pharmaceutics 20120904

Title: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.

Journal: Journal of medicinal chemistry 20120524

Title: Soil and cultivar type shape the bacterial community in the potato rhizosphere.

Journal: Microbial ecology 20120201

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

Journal: International journal of molecular sciences 20120101

Title: Closely related Campylobacter jejuni strains from different sources reveal a generalist rather than a specialist lifestyle.

Journal: BMC genomics 20110101

Title: Biochemical traits of Ciauscolo, a spreadable typical Italian dry-cured sausage.

Journal: Journal of food science 20100801

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

Journal: Bulletin of experimental biology and medicine 20100701

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

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20100101

Title: Cellular locations of proteinases and association with vesicles in Porphyromonas gingivalis.

Journal: European journal of medical research 20100101

Title: Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaneously hypertensive rats.

Journal: Bioscience, biotechnology, and biochemistry 20091001

Title: Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency.

Journal: Amino acids 20090901

Title: Quantitative evaluation of PEPT1 contribution to oral absorption of cephalexin in rats.

Journal: Pharmaceutical research 20090101

Title: Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor.

Journal: Nature chemical biology 20090101

Title: [Comparative studies of anticoagulant and fibrinolytic effects of glyprolines Gly-Pro and Gly-Pro-Arg in conditions of immobilization stress].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20090101

Title: Escherichia coli, an Intestinal Microorganism, as a Biosensor for Quantification of Amino Acid Bioavailability.

Journal: Sensors (Basel, Switzerland) 20090101

Title: Water structure around dipeptides in aqueous solutions.

Journal: European biophysics journal : EBJ 20080601

Title: The effect of a trans-locked Gly-Pro alkene isostere on collagen triple helix stability.

Journal: Journal of the American Chemical Society 20080423

Title: Protective and therapeutic effects of glyprolines in psychoemotional stress induced by cholecystokinin-4 injection.

Journal: Bulletin of experimental biology and medicine 20080301

Title: Charge-based interactions between peptides observed as the dominant force for association in aqueous solution.

Journal: Angewandte Chemie (International ed. in English) 20080101

Title: A biological sensor platform using a pneumatic-valve controlled microfluidic device containing Tetrahymena pyriformis.

Journal: Lab on a chip 20070501

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: Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons.

Journal: PloS one 20070101

Title: Dipeptide proline diphenyl phosphonates are potent, irreversible inhibitors of seprase (FAPalpha).

Journal: Biochemical and biophysical research communications 20060728

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

Journal: Journal of medicinal chemistry 20060615

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

Journal: Neuroscience and behavioral physiology 20060501

Title: Mechanism of Gly-Pro-pNA cleavage catalyzed by dipeptidyl peptidase-IV and its inhibition by saxagliptin (BMS-477118).

Journal: Archives of biochemistry and biophysics 20060101

Title: [Comparison of anticoagulant effects of regulatory proline-containing oligopeptides. Specificity of glyprolines, semax, and selank and potential of their practical application].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia 20060101

Title: [Preventive and post-stressor effects of Gly-Pro on gastric secretion in dogs].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 20060101

Title: H-NS controls metabolism and stress tolerance in Escherichia coli O157:H7 that influence mouse passage.

Journal: BMC microbiology 20060101

Title: Characterization of prolidase activity in erythrocytes from a patient with prolidase deficiency: comparison with prolidase I and II purified from normal human erythrocytes.

Journal: Clinical biochemistry 20050701

Title: Three-dimensional quantitative structure-activity relationship analyses of beta-lactam antibiotics and tripeptides as substrates of the mammalian H+/peptide cotransporter PEPT1.

Journal: Journal of medicinal chemistry 20050630

Title: Glycine-amide is an active metabolite of the antiretroviral tripeptide glycyl-prolyl-glycine-amide.

Journal: Antimicrobial agents and chemotherapy 20050101

Title: Prolidase, a potential enzyme target for melanoma: design of proline-containing dipeptide-like prodrugs.

Journal: Molecular pharmaceutics 20050101

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

Journal: Patologicheskaia fiziologiia i eksperimental'naia terapiia 20050101

Title: Effects of amino acids and its metabolites on prolidase activity against various iminodipeptides in erythrocytes from normal human and a patient with prolidase deficiency.

Journal: Clinica chimica acta; international journal of clinical chemistry 20041201

Title: [The self-regulation elements in the stomach secretor response to perturbing effects].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20041101

Title: Determination of prolidase activity using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

Journal: Analytical biochemistry 20040815

Title: Characteristics of prolidase from the erythrocytes of normal humans and patients with prolidase deficiency and their mother.

Journal: Clinical chemistry and laboratory medicine 20031001

Title: Optimization of a capillary electrophoretic method to detect and quantify the Gly-Pro dipeptide in complex matrices from long term cultured prolidase deficiency fibroblasts.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030925

Title: Enhanced tumor cell selectivity of adriamycin-monoclonal antibody conjugate via a poly(ethylene glycol)-based cleavable linker.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20020219

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: Decreased cytotoxicity and increased antimitotic activity of a proline analogue of chlorambucil as a prodrug susceptible to the action of fibroblast's prolidase.

Journal: Die Pharmazie 20010401

Title: hPepT1-mediated epithelial transport of bacteria-derived chemotactic peptides enhances neutrophil-epithelial interactions.

Journal: The Journal of clinical investigation 19981201

Title: Le J, et al. Urine glycyl-L-proline increase and skin trophicity. Amino Acids. 1999;17(3):315-22.

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SDS
Tags:704-15-4 Molecular Formula|704-15-4 MDL|704-15-4 SMILES|704-15-4 Glycyl-l-proline
Catalog No.: AA003QQ6
704-15-4,MFCD00180732
704-15-4 | Glycyl-l-proline
Pack Size: 250mg
Purity: 97%
in stock
$24.00 $17.00
Pack Size: 1g
Purity: 97%
in stock
$55.00 $39.00
Pack Size: 5g
Purity: 97%
in stock
$194.00 $136.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003QQ6
Chemical Name: Glycyl-l-proline
CAS Number: 704-15-4
Molecular Formula: C7H12N2O3
Molecular Weight: 172.1818
MDL Number: MFCD00180732
SMILES: NCC(=O)N1CCC[C@H]1C(=O)O
Properties
BP: 411.3°C at 760 mmHg  
Form: Solid  
MP: 185℃  
Refractive Index: -114 ° (C=4, H2O)  
Storage: Inert atmosphere;-20 ℃;  
Complexity: 205  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 12  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -3.1  
Downstream Synthesis Route
17126-94-2    704-15-4    91307-69-6 

[1]JournaloftheChemicalSociety,1956,p.3642,3646

23500-10-9    704-15-4 

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

1160-54-9    704-15-4 

[1]JournaloftheChemicalSociety,1956,p.3642,3646

[2]ChemistryofNaturalCompounds,1990,vol.26,p.686-690    KhimiyaPrirodnykhSoedinenii,1990,p.805-810

95688-74-7    704-15-4 

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

1-iodoacetyl-L-proline 
  704-15-4 

[1]BiochemischeZeitschrift,1933,vol.266,p.216,219

Literature fold

Title: The topical penta-peptide Gly-Pro-Ile-Gly-Ser increases the proportion of thick hair in Japanese men with androgenetic alopecia.

Journal: Journal of cosmetic dermatology20160601

Title: Metabonomics analysis of urine and plasma from rats given long-term and low-dose dimethoate by ultra-performance liquid chromatography-mass spectrometry.

Journal: Chemico-biological interactions20120930

Title: Intestinal drug transport via the proton-coupled amino acid transporter PAT1 (SLC36A1) is inhibited by Gly-X(aa) dipeptides.

Journal: Molecular pharmaceutics20120904

Title: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.

Journal: Journal of medicinal chemistry20120524

Title: Soil and cultivar type shape the bacterial community in the potato rhizosphere.

Journal: Microbial ecology20120201

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

Journal: International journal of molecular sciences20120101

Title: Closely related Campylobacter jejuni strains from different sources reveal a generalist rather than a specialist lifestyle.

Journal: BMC genomics20110101

Title: Biochemical traits of Ciauscolo, a spreadable typical Italian dry-cured sausage.

Journal: Journal of food science20100801

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

Journal: Bulletin of experimental biology and medicine20100701

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

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia20100101

Title: Cellular locations of proteinases and association with vesicles in Porphyromonas gingivalis.

Journal: European journal of medical research20100101

Title: Antihypertensive effect of enzymatic hydrolysate of collagen and Gly-Pro in spontaneously hypertensive rats.

Journal: Bioscience, biotechnology, and biochemistry20091001

Title: Characterization of prolidase I and II purified from normal human erythrocytes: comparison with prolidase in erythrocytes from a patient with prolidase deficiency.

Journal: Amino acids20090901

Title: Quantitative evaluation of PEPT1 contribution to oral absorption of cephalexin in rats.

Journal: Pharmaceutical research20090101

Title: Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor.

Journal: Nature chemical biology20090101

Title: [Comparative studies of anticoagulant and fibrinolytic effects of glyprolines Gly-Pro and Gly-Pro-Arg in conditions of immobilization stress].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia20090101

Title: Escherichia coli, an Intestinal Microorganism, as a Biosensor for Quantification of Amino Acid Bioavailability.

Journal: Sensors (Basel, Switzerland)20090101

Title: Water structure around dipeptides in aqueous solutions.

Journal: European biophysics journal : EBJ20080601

Title: The effect of a trans-locked Gly-Pro alkene isostere on collagen triple helix stability.

Journal: Journal of the American Chemical Society20080423

Title: Protective and therapeutic effects of glyprolines in psychoemotional stress induced by cholecystokinin-4 injection.

Journal: Bulletin of experimental biology and medicine20080301

Title: Charge-based interactions between peptides observed as the dominant force for association in aqueous solution.

Journal: Angewandte Chemie (International ed. in English)20080101

Title: A biological sensor platform using a pneumatic-valve controlled microfluidic device containing Tetrahymena pyriformis.

Journal: Lab on a chip20070501

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 chemistry20070101

Title: Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons.

Journal: PloS one20070101

Title: Dipeptide proline diphenyl phosphonates are potent, irreversible inhibitors of seprase (FAPalpha).

Journal: Biochemical and biophysical research communications20060728

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

Journal: Journal of medicinal chemistry20060615

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

Journal: Neuroscience and behavioral physiology20060501

Title: Mechanism of Gly-Pro-pNA cleavage catalyzed by dipeptidyl peptidase-IV and its inhibition by saxagliptin (BMS-477118).

Journal: Archives of biochemistry and biophysics20060101

Title: [Comparison of anticoagulant effects of regulatory proline-containing oligopeptides. Specificity of glyprolines, semax, and selank and potential of their practical application].

Journal: Izvestiia Akademii nauk. Seriia biologicheskaia20060101

Title: [Preventive and post-stressor effects of Gly-Pro on gastric secretion in dogs].

Journal: Eksperimental'naia i klinicheskaia farmakologiia20060101

Title: H-NS controls metabolism and stress tolerance in Escherichia coli O157:H7 that influence mouse passage.

Journal: BMC microbiology20060101

Title: Characterization of prolidase activity in erythrocytes from a patient with prolidase deficiency: comparison with prolidase I and II purified from normal human erythrocytes.

Journal: Clinical biochemistry20050701

Title: Three-dimensional quantitative structure-activity relationship analyses of beta-lactam antibiotics and tripeptides as substrates of the mammalian H+/peptide cotransporter PEPT1.

Journal: Journal of medicinal chemistry20050630

Title: Glycine-amide is an active metabolite of the antiretroviral tripeptide glycyl-prolyl-glycine-amide.

Journal: Antimicrobial agents and chemotherapy20050101

Title: Prolidase, a potential enzyme target for melanoma: design of proline-containing dipeptide-like prodrugs.

Journal: Molecular pharmaceutics20050101

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

Journal: Patologicheskaia fiziologiia i eksperimental'naia terapiia20050101

Title: Effects of amino acids and its metabolites on prolidase activity against various iminodipeptides in erythrocytes from normal human and a patient with prolidase deficiency.

Journal: Clinica chimica acta; international journal of clinical chemistry20041201

Title: [The self-regulation elements in the stomach secretor response to perturbing effects].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova20041101

Title: Determination of prolidase activity using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

Journal: Analytical biochemistry20040815

Title: Characteristics of prolidase from the erythrocytes of normal humans and patients with prolidase deficiency and their mother.

Journal: Clinical chemistry and laboratory medicine20031001

Title: Optimization of a capillary electrophoretic method to detect and quantify the Gly-Pro dipeptide in complex matrices from long term cultured prolidase deficiency fibroblasts.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20030925

Title: Enhanced tumor cell selectivity of adriamycin-monoclonal antibody conjugate via a poly(ethylene glycol)-based cleavable linker.

Journal: Journal of controlled release : official journal of the Controlled Release Society20020219

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. Sechenova20011101

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

Journal: Bulletin of experimental biology and medicine20010701

Title: Decreased cytotoxicity and increased antimitotic activity of a proline analogue of chlorambucil as a prodrug susceptible to the action of fibroblast's prolidase.

Journal: Die Pharmazie20010401

Title: hPepT1-mediated epithelial transport of bacteria-derived chemotactic peptides enhances neutrophil-epithelial interactions.

Journal: The Journal of clinical investigation19981201

Title: Le J, et al. Urine glycyl-L-proline increase and skin trophicity. Amino Acids. 1999;17(3):315-22.

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