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3621-79-2,MFCD06208028
Catalog No.:AA007ACT

3621-79-2 | 2-Methyleneglutaric acid

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250mg
96%
in stock  
$261.00   $183.00
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1g
96%
in stock  
$544.00   $381.00
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5g
96%
in stock  
$2,140.00   $1,498.00
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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:
AA007ACT
Chemical Name:
2-Methyleneglutaric acid
CAS Number:
3621-79-2
Molecular Formula:
C6H8O4
Molecular Weight:
144.1253
MDL Number:
MFCD06208028
SMILES:
OC(=O)CCC(=C)C(=O)O
NSC Number:
21369
Properties
Computed Properties
 
Complexity:
171  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
0.1  

Downstream Synthesis Route
908094-01-9    3621-79-2   
3-(3-carbamoyl-3,4-dihydro-2<i>H</i>-pyrazol-3-yl)-propionicacidamide 

[1]Buchman;Reims;Schlatter[JournaloftheAmericanChemicalSociety,1942,vol.64,p.2703]

[1]Perkin;Simonsen[JournaloftheChemicalSociety,1909,vol.95,p.1176]Berlin[ZhurnalObshcheiKhimii,1944,vol.14,p.116,118][Chem.Abstr.,1945,p.915]Haworth;Perkin[JournaloftheChemicalSociety,1898,vol.73,p.339]

[2]Wang,Yuanxian;Xu,Shu;Hoye,ThomasR.[JournalofPolymerScience,PartA:PolymerChemistry,2018,vol.56,#9,p.1020-1027]

[1]Buchman;Reims;Schlatter[JournaloftheAmericanChemicalSociety,1942,vol.64,p.2705]

[1]Buchman;Reims;Schlatter[JournaloftheAmericanChemicalSociety,1942,vol.64,p.2705]

[1]Tello-Aburto,Rodolfo;Lucero,AlyssaN.;Rogelj,Snezna[TetrahedronLetters,2014,vol.55,#45,p.6266-6268]

[2]Feng,Yan;Coward,JamesK.[JournalofMedicinalChemistry,2006,vol.49,#2,p.770-788]

[3]CurrentPatentAssignee:GUANGDONGACADEMYOFSCIENCES-CN114149316,2022,ALocationinpatent:Paragraph0040;0043-0046;0048-0050;0052-0054;0057;...

[4]Kagan,J.etal.[JournalofOrganicChemistry,1975,vol.40,p.3085-3093]

[5]CurrentPatentAssignee:NIPPONSHOKUBAICOLTD-JP6001386,2016,B2Locationinpatent:Paragraph0041

[6]Kim,HwanMook;Lee,Kiho;Park,BumWoo;Ryu,DongKyu;Kim,Kangjeon;Lee,ChangWoo;Park,Song-Kyu;Han,JungWhan;Lee,HeeYoon;Lee,HyunYong;Han,Gyoonhee[BioorganicandMedicinalChemistryLetters,2006,vol.16,#15,p.4068-4070]

Literature

Title: Role of calcium in acclimation of the cyanobacterium Synechococcus elongatus PCC 7942 to nitrogen starvation.

Journal: Microbiology (Reading, England) 20090101

Title: Comparative genomic analyses of nickel, cobalt and vitamin B12 utilization.

Journal: BMC genomics 20090101

Title: Competitive inhibition of glutamate dehydrogenase reaction.

Journal: FEBS letters 20070612

Title: Studying the signaling role of 2-oxoglutaric acid using analogs that mimic the ketone and ketal forms of 2-oxoglutaric acid.

Journal: Chemistry & biology 20060801

Title: Regioselective synthesis of alpha-methyl 2-methyleneglutarate via a novel lactonization-elimination rearrangement.

Journal: The Journal of organic chemistry 20060106

Title: Searching for intermediates in the carbon skeleton rearrangement of 2-methyleneglutarate to (R)-3-methylitaconate catalyzed by coenzyme B12-dependent 2-methyleneglutarate mutase from Eubacterium barkeri.

Journal: Biochemistry 20050809

Title: Kinetic results implicating a polar radical reaction pathway in the rearrangement catalyzed by alpha-methyleneglutarate mutase.

Journal: Journal of the American Chemical Society 20030409

Title: Rotation of the exo-methylene group of (R)-3-methylitaconate catalyzed by coenzyme B(12)-dependent 2-methyleneglutarate mutase from Eubacterium barkeri.

Journal: Journal of the American Chemical Society 20021127

Title: A novel reaction between adenosylcobalamin and 2-methyleneglutarate catalyzed by glutamate mutase.

Journal: Biochemistry 20020305

Title: Interconversion of (S)-glutamate and (2S,3S)-3-methylaspartate: a distinctive B(12)-dependent carbon-skeleton rearrangement.

Journal: Journal of the American Chemical Society 20010822

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