3318-73-8

Basic information

• Product Name: 4-Hydroxy-2-oxopentanoic acid
• Synonyms: 4-Hydroxy-2-oxopentanoic acid
• CAS NO: 3318-73-8
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 0
• Mol File: 3318-73-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 256.6°Cat760mmHg
• Flash Point: 123.3°C
• Appearance: /
• Density: 1.311g/cm³
• Vapor Pressure: 0.00228mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 4-Hydroxy-2-oxopentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-2-oxopentanoic acid(3318-73-8)
• EPA Substance Registry System: 4-Hydroxy-2-oxopentanoic acid(3318-73-8)

Safety Data

• Hazardous Substances Data: 3318-73-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)

Upstream product

• 127-17-3 2-oxo-propionic acid 
• 20406-62-6 2-oxopent-4-enoic acid 
• 113-24-6 sodium pyruvate 
• 75-07-0 acetaldehyde 
• 1944-45-2 4-methyl-2-oxobutyrolactone 
• 3685-55-0 2-hydroxymuconic acid 
• 783334-77-0 2-hydroxymuconic 6-semialdehyde 

Downstream Products

• 626-99-3 1,3-butadiene-1-carboxylic acid 
• 107-89-1 acetaldol 
• 20406-62-6 2-oxopent-4-enoic acid 
• 67951-43-3 2-hydroxypent-4-enoic acid 
• 81357-28-0 (RS)-3-hydroxy-4-pentenoic acid 
• 328-42-7 Oxalacetic acid 

Relevant articles and documents

Mechanism of the dehydrogenase reaction of DmpFG and analysis ofinter-subunit channeling efficiency and thermodynamic parametersin the overall reaction

The bifunctional, microbial enzyme DmpFG is comprised of two subunits: the aldolase, DmpG, and the dehydrogenase, DmpF. DmpFG is of interest due to its ability to channel substrates between the two spatially distinct active sites. While the aldolase is well studied, significantly less is known about the dehydrogenase. Steady-state kinetic measurements of the reverse reaction of DmpF confirmed that the dehydrogenase uses a ping-pong mechanism, with substrate inhibition by acetyl CoA indicating that NAD+/NADH and CoA/acetyl CoA bind to the same site in DmpF. The Kmof DmpF for exogenous acetalde-hyde as a substrate was 23.7 mM, demonstrating the necessity for the channel to deliver acetaldehyde directly from the aldolase to the dehydrogenase active site. A channeling assay on the bifunctional enzyme gave an efficiency of 93% indicating that less than 10% of the toxic acetaldehyde leaks out of the chan-nel into the bulk media, prior to reaching the dehydrogenase active site. The thermodynamic activation parameters of the reactions catalyzed by the aldolase, the dehydrogenase and the DmpFG complex were determined. The Gibb's free energy of activation for the dehydrogenase reaction was lower than that obtained for the full DmpFG reaction, in agreement with the high kcatobtained for the dehydrogenase reaction in isolation. Furthermore, although both the DmpF and DmpG reactions occur with small, favor-able entropies of activation, the full DmpFG reaction occurs with a negative entropy of activation. This supports the concept of allosteric structural communication between the two enzymes to coordinate their activities.

MICROORGANISMS FOR PRODUCING 4C-5C COMPOUNDS WITH UNSATURATION AND METHODS RELATED THERETO

The invention provides a non-naturally occurring microbial organism having a butadiene, crotyl alcohol, 2,4-pentadienoate, 3-buten-2-ol, or 3-buten-1-ol, pathway. The microbial organism contains at least one exogenous nucleic acid encoding an enzyme in a pathway. The invention additionally provides a method for producing butadiene, crotyl alcohol, 2,4-pentadienoate, 3-buten-2-ol, or 3-buten-1-ol,. The method can include culturing a butadiene, crotyl alcohol, 2,4-pentadienoate, 3-buten-2-ol, or 3-buten-1-ol-producing microbial organism, where the microbial organism expresses at least one exogenous nucleic acid encoding a pathway enzyme in a sufficient amount, and under conditions and for a sufficient period of time to produce butadiene, crotyl alcohol, 2,4-pentadienoate, 3-buten-2-ol, or 3-buten-1-ol.