L-(-)-Malic acid

Modify Date: 2025-08-20 10:49:37

L-(-)-Malic acid Structure
L-(-)-Malic acid structure
Common Name L-(-)-Malic acid
CAS Number 97-67-6 Molecular Weight 134.087
Density 1.6±0.1 g/cm3 Boiling Point 306.4±27.0 °C at 760 mmHg
Molecular Formula C4H6O5 Melting Point 101-103 °C(lit.)
MSDS Chinese USA Flash Point 153.4±20.2 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of L-(-)-Malic acid


(S)-2-Hydroxysuccinic acid is a dicarboxylic acid in naturally occurring form, contributes to the pleasantly sour taste of fruits and is used as a food additive.

 Names

Name (S)-malic acid
Synonym More Synonyms

 L-(-)-Malic acid Biological Activity

Description (S)-2-Hydroxysuccinic acid is a dicarboxylic acid in naturally occurring form, contributes to the pleasantly sour taste of fruits and is used as a food additive.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro It is showed that ME is essential for (S)-2-Hydroxysuccinic acid (L-malic acid) utilization in L. casei. Furthermore, deletion of either the gene encoding the histidine kinase or the response regulator of the TC system resulted in the loss of the ability to grow on (S)-2-Hydroxysuccinic acid, thus indicating that the cognate TC system regulates and is essential for the expression of ME. Transcriptional analyses shows that expression of maeE is induced in the presence of (S)-2-Hydroxysuccinic acid and repressed by glucose, whereas TC system expression is induced by (S)-2-Hydroxysuccinic acid and is not repressed by glucose[1].
References

[1]. Landete JM, et al. Requirement of the Lactobacillus casei MaeKR two-component system for L-malic acid utilization via a malic enzyme pathway. Appl Environ Microbiol. 2010 Jan;76(1):84-95.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 306.4±27.0 °C at 760 mmHg
Melting Point 101-103 °C(lit.)
Molecular Formula C4H6O5
Molecular Weight 134.087
Flash Point 153.4±20.2 °C
Exact Mass 134.021530
PSA 94.83000
LogP -1.26
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.529
InChIKey BJEPYKJPYRNKOW-REOHCLBHSA-N
SMILES O=C(O)CC(O)C(=O)O
Water Solubility soluble

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS ON7175000
HS Code 2918199090

 Synthetic Route

 Customs

HS Code 2918199090
Summary 2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

 Articles11

More Articles
Physiology and pathophysiology of organic acids in cerebrospinal fluid.

J. Inherit. Metab. Dis. 16(4) , 648-69, (1993)

Concentrations of organic acids in cerebrospinal fluid (CSF) appear to be directly dependent upon their rate of production in the brain. There is evidence that the net release of short-chain monocarbo...

Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.

Clin. Chem. 40(6) , 862-6, (1994)

Organic acid concentrations were quantified by gas chromatography and the individual acids identified by mass spectrometry in urine specimens from a healthy Turkish pediatric population of ages 2 days...

Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression.

Nature 457(7231) , 910-4, (2009)

Multiple, complex molecular events characterize cancer development and progression. Deciphering the molecular networks that distinguish organ-confined disease from metastatic disease may lead to the i...

 Synonyms

hydroxy-butanedioic acid
(S)-2-hydroxysuccinic acid
Butanedioic acid, 2-hydroxy-
Hydroxybutandisaeure
MALIC ACID, (DL)
EINECS 202-601-5
2-hydroxybutane-1,4-dioic acid
Malic acid
Malic acid, dl-
DL-MALIC ACID
MFCD00064213
2-Hydroxy-succinic acid
DL-Hydroxybutanedioic acid
L(-)-Malic Acid
R,S(±)-Malic acid
Butanedioic acid, hydroxy-
alpha-Hydroxysuccinic acid
(±)-1-Hydroxy-1,2-ethanedicarboxylic Acid
UNII:817L1N4CKP
alpha-hydroxysuccinicacid
hydroxysuccinic acid
DL(+/-)-MALIC ACID
R,S-Malic acid
2-hydroxybutanedioic acid
2-Hydroxysuccinic Acid
a-Hydroxysuccinic Acid
(±)-Malic Acid
L-Malic acid
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