157-06-2,MFCD00063116
Catalog No.:AA001P2A

157-06-2 | (2R)-2-amino-5-carbamimidamidopentanoic acid

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1g
97%
in stock  
$9.00   $6.00
- +
5g
97%
in stock  
$13.00   $9.00
- +
25g
98%
in stock  
$35.00   $25.00
- +
100g
>97%
in stock  
$118.00   $83.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001P2A
Chemical Name:
(2R)-2-amino-5-carbamimidamidopentanoic acid
CAS Number:
157-06-2
Molecular Formula:
C6H14N4O2
Molecular Weight:
174.2010
MDL Number:
MFCD00063116
SMILES:
NC(=N)NCCC[C@H](C(=O)O)N
Properties
Properties
 
BP:
409.1°C at 760 mmHg  
Form:
Solid  
MP:
226 °C (dec.)(lit.)  
Refractive Index:
-23 ° (C=8, 6mol/L HCl)  
Stability:
Air Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
176  
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:
4  
Isotope Atom Count:
0  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-4.2  

Upstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1980,vol.102,#15,p.5115-5117

[2]AnalyticalChemistry,2003,vol.75,#6,p.1508-1513

[3]Patent:WO2010/148191,2010,A2,.Locationinpatent:Page/Pagecolumn45-49;61

[4]BulletinoftheKoreanChemicalSociety,2012,vol.33,#10,p.3481-3484

[5]Patent:US2014/378705,2014,A1,.Locationinpatent:Paragraph0067;0068;0069;0070;0071;0072;

[6]ChineseJournalofChemistry,2017,vol.35,#7,p.1037-1042

[1]Patent:US2017/233334,2017,A1,.Locationinpatent:Paragraph0040

[1]Patent:US2017/233334,2017,A1,.Locationinpatent:Paragraph0026-0035

[1]ArchivesofBiochemistry,1956,vol.60,p.496

[2]JournalofBiochemistry(Tokyo,Japan),1958,vol.45,p.687,691

[1]Hoppe-Seyler'sZeitschriftfuerPhysiologischeChemie,1911,vol.72,p.489

Downstream Synthesis Route

[1]Hoppe-Seyler'sZeitschriftfurPhysiologischeChemie,1911,vol.72,p.489

[1]JournaloftheAmericanChemicalSociety,1980,vol.102,p.5115-5117

[2]AnalyticalChemistry,2003,vol.75,p.1508-1513

[3]Patent:WO2010/148191,2010,A2.Locationinpatent:Page/Pagecolumn45-49;61

[4]BulletinoftheKoreanChemicalSociety,2012,vol.33,p.3481-3484

[5]Patent:US2014/378705,2014,A1.Locationinpatent:Paragraph0067;0068;0069;0070;0071;0072;

[6]ChineseJournalofChemistry,2017,vol.35,p.1037-1042

[7]Chirality,2019,vol.31,p.283-292

157-06-2    696-82-2   
N-(4,6-Difluoro-2-pyrimidyl)-D-arginine 
 
N-(2,6-Difluoro-4-pyrimidyl)-D-arginine 

[1]RussianJournalofOrganicChemistry,1998,vol.34,p.699-706

[2]RussianJournalofOrganicChemistry,1998,vol.34,p.699-706

157-06-2    7535-56-0   
Boc-Phe-D-Arg-OH 

[1]RussianJournalofBioorganicChemistry,2000,vol.26,p.235-244

[1]TetrahedronLetters,2003,vol.44,p.2953-2956

Literature

Title: The auxiliary subunits Neto1 and Neto2 reduce voltage-dependent inhibition of recombinant kainate receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20120912

Title: Frequency of D222G and Q223R hemagglutinin mutants of pandemic (H1N1) 2009 influenza virus in Japan between 2009 and 2010.

Journal: PloS one 20120101

Title: D-Ornithine coopts pyrrolysine biosynthesis to make and insert pyrroline-carboxy-lysine.

Journal: Nature chemical biology 20110427

Title: Mechanisms of osteopontin and CD44 as metastatic principles in prostate cancer cells.

Journal: Molecular cancer 20070101

Title: Galactosyl derivatives of L-arginine and D-arginine: synthesis, stability, cell permeation, and nitric oxide production in pituitary GH3 cells.

Journal: Journal of medicinal chemistry 20060810

Title: Simple sequence proteins in prokaryotic proteomes.

Journal: BMC genomics 20060101

Title: S1 gene sequence analysis of a nephropathogenic strain of avian infectious bronchitis virus in Egypt.

Journal: Virology journal 20060101

Title: The mitochondrial ornithine transporter. Bacterial expression, reconstitution, functional characterization, and tissue distribution of two human isoforms.

Journal: The Journal of biological chemistry 20030829

Title: Osmotic regulation of estrogen receptor-beta in rat vasopressin and oxytocin neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030515

Title: Eduardo Navarro , et al. Toxicological and Pharmacological Effects of D-arginine. Basic Clin Pharmacol Toxicol. 2005 Sep;97(3):149-54.

Quotation Request
Company Name:
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Additional Info:
SDS
Tags:157-06-2 Molecular Formula|157-06-2 MDL|157-06-2 SMILES|157-06-2 (2R)-2-amino-5-carbamimidamidopentanoic acid
Catalog No.: AA001P2A
157-06-2,MFCD00063116
157-06-2 | (2R)-2-amino-5-carbamimidamidopentanoic acid
Pack Size: 1g
Purity: 97%
in stock
$9.00 $6.00
Pack Size: 5g
Purity: 97%
in stock
$13.00 $9.00
Pack Size: 25g
Purity: 98%
in stock
$35.00 $25.00
Pack Size: 100g
Purity: >97%
in stock
$118.00 $83.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA001P2A
Chemical Name: (2R)-2-amino-5-carbamimidamidopentanoic acid
CAS Number: 157-06-2
Molecular Formula: C6H14N4O2
Molecular Weight: 174.2010
MDL Number: MFCD00063116
SMILES: NC(=N)NCCC[C@H](C(=O)O)N
Properties
BP: 409.1°C at 760 mmHg  
Form: Solid  
MP: 226 °C (dec.)(lit.)  
Refractive Index: -23 ° (C=8, 6mol/L HCl)  
Stability: Air Sensitive  
Storage: Inert atmosphere;Room Temperature;  
Complexity: 176  
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: 4  
Isotope Atom Count: 0  
Rotatable Bond Count: 5  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -4.2  
Upstream Synthesis Route
7200-25-1    157-06-2    74-79-3 

[1]JournaloftheAmericanChemicalSociety,1980,vol.102,#15,p.5115-5117

[2]AnalyticalChemistry,2003,vol.75,#6,p.1508-1513

[3]Patent:WO2010/148191,2010,A2,.Locationinpatent:Page/Pagecolumn45-49;61

[4]BulletinoftheKoreanChemicalSociety,2012,vol.33,#10,p.3481-3484

[5]Patent:US2014/378705,2014,A1,.Locationinpatent:Paragraph0067;0068;0069;0070;0071;0072;

[6]ChineseJournalofChemistry,2017,vol.35,#7,p.1037-1042

7200-25-1    56144-54-8    157-06-2 

[1]Patent:US2017/233334,2017,A1,.Locationinpatent:Paragraph0040

7200-25-1    67999-30-8    157-06-2 

[1]Patent:US2017/233334,2017,A1,.Locationinpatent:Paragraph0026-0035

2389-86-8    157-06-2 

[1]ArchivesofBiochemistry,1956,vol.60,p.496

[2]JournalofBiochemistry(Tokyo,Japan),1958,vol.45,p.687,691

157-06-2    2149-70-4 

[1]Hoppe-Seyler'sZeitschriftfuerPhysiologischeChemie,1911,vol.72,p.489

Downstream Synthesis Route
157-06-2    2149-70-4 

[1]Hoppe-Seyler'sZeitschriftfurPhysiologischeChemie,1911,vol.72,p.489

7200-25-1    157-06-2    74-79-3 

[1]JournaloftheAmericanChemicalSociety,1980,vol.102,p.5115-5117

[2]AnalyticalChemistry,2003,vol.75,p.1508-1513

[3]Patent:WO2010/148191,2010,A2.Locationinpatent:Page/Pagecolumn45-49;61

[4]BulletinoftheKoreanChemicalSociety,2012,vol.33,p.3481-3484

[5]Patent:US2014/378705,2014,A1.Locationinpatent:Paragraph0067;0068;0069;0070;0071;0072;

[6]ChineseJournalofChemistry,2017,vol.35,p.1037-1042

[7]Chirality,2019,vol.31,p.283-292

157-06-2    696-82-2   
N-(4,6-Difluoro-2-pyrimidyl)-D-arginine 
 
N-(2,6-Difluoro-4-pyrimidyl)-D-arginine 

[1]RussianJournalofOrganicChemistry,1998,vol.34,p.699-706

[2]RussianJournalofOrganicChemistry,1998,vol.34,p.699-706

157-06-2    7535-56-0   
Boc-Phe-D-Arg-OH 

[1]RussianJournalofBioorganicChemistry,2000,vol.26,p.235-244

157-06-2    501-53-1    6382-93-0 

[1]TetrahedronLetters,2003,vol.44,p.2953-2956

Literature fold

Title: The auxiliary subunits Neto1 and Neto2 reduce voltage-dependent inhibition of recombinant kainate receptors.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20120912

Title: Frequency of D222G and Q223R hemagglutinin mutants of pandemic (H1N1) 2009 influenza virus in Japan between 2009 and 2010.

Journal: PloS one20120101

Title: D-Ornithine coopts pyrrolysine biosynthesis to make and insert pyrroline-carboxy-lysine.

Journal: Nature chemical biology20110427

Title: Mechanisms of osteopontin and CD44 as metastatic principles in prostate cancer cells.

Journal: Molecular cancer20070101

Title: Galactosyl derivatives of L-arginine and D-arginine: synthesis, stability, cell permeation, and nitric oxide production in pituitary GH3 cells.

Journal: Journal of medicinal chemistry20060810

Title: Simple sequence proteins in prokaryotic proteomes.

Journal: BMC genomics20060101

Title: S1 gene sequence analysis of a nephropathogenic strain of avian infectious bronchitis virus in Egypt.

Journal: Virology journal20060101

Title: The mitochondrial ornithine transporter. Bacterial expression, reconstitution, functional characterization, and tissue distribution of two human isoforms.

Journal: The Journal of biological chemistry20030829

Title: Osmotic regulation of estrogen receptor-beta in rat vasopressin and oxytocin neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20030515

Title: Eduardo Navarro , et al. Toxicological and Pharmacological Effects of D-arginine. Basic Clin Pharmacol Toxicol. 2005 Sep;97(3):149-54.

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