MedKoo Cat#: 150140 | Name: L-Malic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-Malic acid is a tart-tasting organic dicarboxylic acid. L-malic acid is widely used in the food, chemical, and pharmaceutical industries. It can be produced by one-step fermentation, enzymatic transformation of fumaric acid to l-malate and acid hydrolysis of polymalic acid.

Chemical Structure

L-Malic acid
L-Malic acid
CAS#97-67-6

Theoretical Analysis

MedKoo Cat#: 150140

Name: L-Malic acid

CAS#: 97-67-6

Chemical Formula: C4H6O5

Exact Mass: 134.0220

Molecular Weight: 134.09

Elemental Analysis: C, 35.83; H, 4.51; O, 59.66

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
L-Malic acid; L-(-)-Malic acid; (S)-2-hydroxysuccinic acid; (2S)-2-Hydroxybutanedioic acid;
IUPAC/Chemical Name
(2S)-2-hydroxybutanedioic acid
InChi Key
BJEPYKJPYRNKOW-REOHCLBHSA-N
InChi Code
1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
SMILES Code
O=C(O)[C@@H](O)CC(O)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 134.09 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kang NK, Lee JW, Ort DR, Jin YS. L-malic acid production from xylose by engineered Saccharomyces cerevisiae. Biotechnol J. 2022 Mar;17(3):e2000431. doi: 10.1002/biot.202000431. Epub 2021 Aug 25. PMID: 34390209. 2: Wu N, Zhang J, Chen Y, Xu Q, Song P, Li Y, Li K, Liu H. Recent advances in microbial production of L-malic acid. Appl Microbiol Biotechnol. 2022 Dec;106(24):7973-7992. doi: 10.1007/s00253-022-12260-y. Epub 2022 Nov 12. PMID: 36370160. 3: Zhang FL, Hu Z, Wang YF, Zhang WJ, Zhou BW, Sun QS, Lin ZB, Liu KX. Organoids transplantation attenuates intestinal ischemia/reperfusion injury in mice through L-Malic acid-mediated M2 macrophage polarization. Nat Commun. 2023 Oct 25;14(1):6779. doi: 10.1038/s41467-023-42502-0. PMID: 37880227; PMCID: PMC10600233. 4: Wei Z, Xu Y, Xu Q, Cao W, Huang H, Liu H. Microbial Biosynthesis of L-Malic Acid and Related Metabolic Engineering Strategies: Advances and Prospects. Front Bioeng Biotechnol. 2021 Sep 29;9:765685. doi: 10.3389/fbioe.2021.765685. PMID: 34660563; PMCID: PMC8511312. 5: Chi Z, Wang ZP, Wang GY, Khan I, Chi ZM. Microbial biosynthesis and secretion of l-malic acid and its applications. Crit Rev Biotechnol. 2016;36(1):99-107. doi: 10.3109/07388551.2014.924474. Epub 2014 Jul 15. PMID: 25025277. 6: Sun L, Zhang Q, Kong X, Liu Y, Li J, Du G, Lv X, Ledesma-Amaro R, Chen J, Liu L. Highly efficient neutralizer-free l-malic acid production using engineered Saccharomyces cerevisiae. Bioresour Technol. 2023 Feb;370:128580. doi: 10.1016/j.biortech.2023.128580. Epub 2023 Jan 3. PMID: 36608859. 7: Schmitt V, Derenbach L, Ochsenreither K. Enhanced l-Malic Acid Production by Aspergillus oryzae DSM 1863 Using Repeated-Batch Cultivation. Front Bioeng Biotechnol. 2022 Jan 10;9:760500. doi: 10.3389/fbioe.2021.760500. PMID: 35083199; PMCID: PMC8784810. 8: Chen Y, Han A, Wang M, Wei D, Wang W. Metabolic Engineering of Trichoderma reesei for l-Malic Acid Production. J Agric Food Chem. 2023 Mar 8;71(9):4043-4050. doi: 10.1021/acs.jafc.2c09078. Epub 2023 Feb 22. PMID: 36812909. 9: Zhang P, Jiang G, Wang Y, Yan E, He L, Guo J, Yin J, Zhang X. Maternal consumption of l-malic acid enriched diets improves antioxidant capacity and glucose metabolism in offspring by regulating the gut microbiota. Redox Biol. 2023 Nov;67:102889. doi: 10.1016/j.redox.2023.102889. Epub 2023 Sep 19. PMID: 37741046; PMCID: PMC10519833. 10: Kövilein A, Umpfenbach J, Ochsenreither K. Acetate as substrate for L-malic acid production with Aspergillus oryzae DSM 1863. Biotechnol Biofuels. 2021 Feb 23;14(1):48. doi: 10.1186/s13068-021-01901-5. PMID: 33622386; PMCID: PMC7903783.