(R)-(+)-MALIC ACID
D(+)-Malic acid
CAS: 636-61-3
Molecular Formula: C4H6O5
(R)-(+)-MALIC ACID - Names and Identifiers
| Name | D(+)-Malic acid |
| Synonyms | l(+)-malicaci (R)-MALIC ACID D(+)-Malic Acid D(+)-Malic acid (+)-D-MALIC ACID D-(+)-Malic Acid (R)-(+)-MALIC ACID Malic Acid Impurity 3 (2R)-2-hydroxybutanedioate hydroxy-,(R)-Butanedioicacid Butanedioic acid, hydroxy-, (R)- |
| CAS | 636-61-3 |
| EINECS | 211-262-2 |
| InChI | InChI=1/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1 |
(R)-(+)-MALIC ACID - Physico-chemical Properties
| Molecular Formula | C4H6O5 |
| Molar Mass | 134.09 |
| Density | 1.60 |
| Melting Point | 98-102 °C (lit.) |
| Boling Point | 167.16°C (rough estimate) |
| Specific Rotation(α) | 2.2 º (c=3, H2O) |
| Flash Point | 153.4°C |
| Water Solubility | soluble |
| Solubility | Soluble in water, alcohol and other organic solvents |
| Vapor Presure | 7.19E-05mmHg at 25°C |
| Appearance | (White)Crystalline Powder |
| Color | White |
| Merck | 14,5707 |
| BRN | 1723540 |
| pKa | 3.61±0.23(Predicted) |
| PH | 2.2 (10g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Sensitive | Sensitive to light |
| Refractive Index | 6.5 ° (C=10, Acetone |
| MDL | MFCD00004245 |
| Use | For chiral drugs, chiral additives, chiral auxiliaries |
| In vitro study | Some bacteria belonging to Arthrobacter, Brevibacterium, Corynebacterium, Pseudomonas, Bacillus, and Acinetobacter produced D-(+)-Malic acid (D-Malic acid) from Maleic acid when the cells grown in a medium containing citraconic acid are reacted aerobically with Maleic acid in the pH 7.0 phosphate buffer containing 0.1% sodium chloride. |
(R)-(+)-MALIC ACID - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | ON7260000 |
| HS Code | 29181980 |
(R)-(+)-MALIC ACID - Reference
| Reference Show more | 1. Zhang Nanhai, Liu Rui-yu, Dong Yun-Rui, Guo Yi-san, Yu Qian-hui, Zhao Liang, Zhang Libing, Wang Cheng-Tao, Wu Wei, ji bao-ping, Ge Zhang-chun, Zhou Feng. Study on the acid reduction technology of blackberry juice resin and the preparation of its compound juice [J]. Food Science, 2020,41(10):281-287. 2. Ke, W. C., et al. "Influences of malic acid isolers and their application levels on fermentation quality and biochemistry of alfalfa silage." Animal Feed Science and Technology 245 (2018): 1-9.https:// doi.org/10.1016/j. Anifeedsci. [IF = 6.291] Qiao Han et al."Health risk assessment and bioaccessibilities of heavy metals for children in soil and dust from urban parks and schools of Jiaozuo, China."Ecotox Environ Safe. 2020 Mar;191:110157 4. [IF=5.81] Han Lifeng et al."Rapid Discovery of the Potential Toxic Compounds in Polygonum multiflorum by UHPLC/Q-Orbitrap-MS-Based Metabolomics and Correlation Analysis."Front Pharmacol. 2019 Apr;0:329 5. [IF=5.64] Li Jie et al."Investigation of the Lactic Acid Bacteria in Kazak Cheese and Their Contributions to Cheese Fermentation."Front Microbiol. 2020 Mar;0:228 6. [IF=4.952] Yuting Zheng et al."Antioxidant, α-amylase and α-glucosidase inhibitory activities of bound polyphenols extracted from mung bean skin dietary fiber."Lwt Food Sci Technol. 2020 Oct;132:109943 7. [IF=4.556] Dandan Zhao et al."Physico-chemical properties and free amino acids profiles of six wolfberry cultivars in Zhongning."J Food Compos Anal. 2020 May;88:103460 8. [IF=4.35] Huali Chen et al."High Hydrostatic Pressure and Co-Fermentation by Lactobacillus rhamnosus and Gluconacetobacter xylinus Improve Flavor of Yacon-Litchi-Longan Juice."Foods. 2019 Aug;8(8):308 9. [IF=3.251] Jiaran Zhang et al."A Fluorescence Method Based on N S-Doped Carbon Dots for Detection of Ammonia in Aquaculture Water and Freshness of Fish."Sustainability-Basel. 2021 Jan;13(15):8255 10. [IF=5.34] Mingliang Gao et al."Discovery of processing-associated Q-marker of carbonized traditional Chinese medicine: an integrated strategy of metabolomics, systems pharmacology and in vivo high-throughput screening model."PHYTOMEDICINE. 2022 May;:154152 |
(R)-(+)-MALIC ACID - Introduction
An extremely important four-carbon organic chiral source. Mainly used in chiral drugs, chiral additives, chiral additives and other fields. It is used as a chiral source for chiral synthesis in the pharmaceutical and food industries. As an optically active organic acid, it plays an irreplaceable role in the asymmetric synthesis of some chiral compounds. Naturally occurring isomers are L-forms found in apples and many other fruits and plants. Selective α-amino protection reagents for amino acid derivatives. D-malic acid is used to prepare universal synthons of chiral compounds, including Wei opioid receptor agonists, 1 α, 25-dihydroxyvitamin D3 analogs, and phospholipomycin B.
Last Update：2022-10-16 17:27:34
(R)-(+)-MALIC ACID - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| Use | buffer, flavoring agent, curing agent. for chiral drugs, chiral additives, chiral auxiliaries, etc. Selective α-amino protection reagents for amino acids, for the preparation of chiral compounds of various amino acids, included are Wei-opioid receptor agonists, 1α, 25-dihydroxyvitamin d3-analogs. |
| Application | the use of L-malic acid in food, medicine, daily chemical industry and other sectors is as follows:(1) Food Industry: used for processing and configuration of beverages, wine, fruit juice, also used in the manufacture of candy, jam, etc., and has antibacterial and antiseptic effect on food. Can also be used for yogurt fermentation PH adjustment, in addition to the wine brewing tartrate. (2) tobacco industry: malic acid derivatives (such as esters) can improve the flavor of tobacco. (3) pharmaceutical industry: a variety of tablets, syrup with malic acid can be a fruit flavor, and is conducive to the absorption and diffusion in the body. (4) daily chemical industry: it is a good complexing agent and Ester agent, which is used in toothpaste formula, net tooth tablet matching, synthetic perfume formula, etc., and can also be used as a component of deodorant and detergent. Limited: for jam and jelly, orange jelly. Can be used for milk drinks. |
| biological activity | D-( )-Malic acid (D-Malic acid) is an active isomer of Malic acid, is a competitive inhibitor of L(-)malic acid transport. |
| production method | 1. Malate is isolated from immature apples; It is mainly produced by catalytic oxidation of benzene to maleic anhydride in industry, and then reacted with water under high temperature and high pressure. |
Last Update：2024-04-09 20:52:54
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