(2R)-2-hydroxypropanoate

Base Information

• Chemical Name: (2R)-2-hydroxypropanoate
• CAS No.: 311-80-8
• Molecular Formula: C₃H₅O₃
• Molecular Weight: 89.0709
• UNII: ALP309P6NE
• DSSTox Substance ID: DTXSID301264676
• Nikkaji Number: J2.321.798H
• Wikidata: Q27098336
• Mol file: 311-80-8.mol

Synonyms:(2R)-2-hydroxypropanoate;(R)-lactate;Lactate ion, D-;Lactate, (R)-;(-)-Lactic acid anion;(R)-(-)-Lactate ion;ALP309P6NE;Propanoic acid, 2-hydroxy-, ION(1-), (2R)-;(2R)-2-oxidanylpropanoate;D-2-hydroxypropanoate;D-2-hydroxypropionate;311-80-8;D-lactate ion;(R)-(+)-lactate;(R)-2-hydroxypropanate;UNII-ALP309P6NE;CHEBI:16004;JVTAAEKCZFNVCJ-UWTATZPHSA-M;DTXSID301264676;A800701;A828016;Q27098336;1977-18-0

Chemical Property of (2R)-2-hydroxypropanoate

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 89.023869017
• Heavy Atom Count: 6
• Complexity: 53.5

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)[O-])O
• Isomeric SMILES: C[C@H](C(=O)[O-])O

Technology Process of (2R)-2-hydroxypropanoate

There total 5 articles about (2R)-2-hydroxypropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

D-glucose (50-99-7) → D-lactate anion (72-08-2,113-21-3,311-80-8,1927-28-2,15552-92-8,38140-75-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0)

Guidance literature:

With potassium dihydrogenphosphate; oxygen; magnesium sulfate; In water; at 30 ℃; for 77h; pH=Ca. 3.0; Reagent/catalyst; Time; Microbiological reaction;

Reference yield: 63.0%

C8H17O6P + cyclohexylamine (108-91-8,157973-60-9) → C3H7O6P*3C6H13N + D-lactate anion (72-08-2,113-21-3,311-80-8,1927-28-2,15552-92-8,38140-75-9)

Guidance literature:

C₈H₁₇O₆P; With trimethylsilyl bromide; In dichloromethane; Inert atmosphere;

With potassium hydroxide; In water;

cyclohexylamine; In water;

DOI:10.1039/b909241b

Reference yield:

(S)-D-lactoylglutathione (41656-56-8) → GLUTATHIONE (70-18-8) + D-lactate anion (72-08-2,113-21-3,311-80-8,1927-28-2,15552-92-8,38140-75-9)

Guidance literature:

With Zn inactive glyoxalase I (Glo₁) enzyme from Pseudomonas aeruginosa; Kinetics; Enzymatic reaction;

DOI:10.1002/chem.201405402

upstream raw materials:

D-glucose

cyclohexylamine

C₂₀H₃₈N₆O₇S

(S)-D-lactoylglutathione

Downstream raw materials:

propylene glycol

Refernces

• 1、 Bythell-Douglas, Rohan,Suttisansanee, Uthaiwan,Flematti, Gavin R.,Challenor, Michael,Lee, Mihwa,Panjikar, Santosh,Honek, John F.,Bond, Charles S.. "The crystal structure of a homodimeric Pseudomonas glyoxalase I enzyme reveals asymmetric metallation commensurate with half-of-sites activity". . p. 541 - 544. Retrieved 2015/10/12.
• 2、 Mullings, Kadia Y.,Sukdeo, Nicole,Suttisansanee, Uthaiwan,Ran, Yanhong,Honek, John F.. "Ni2 +-activated glyoxalase i from Escherichia coli: Substrate specificity, kinetic isotope effects and evolution within the βαβββ superfamily". experimental part. p. 133 - 140. Retrieved 2012/06/30.