L(-)-Malic acid L-苹果酸

CAS 97-67-6 MFCD00064213

化学结构图

97-67-6
SMILES: O=C(O)C[C@H](O)C(=O)O

化学属性

Mol. FormulaC4H6O5
Mol. Weight134.09
Density1.641
Melting Point101-103°C
Flash Point220°(428°F)
SolubilitySoluble in acetone, dioxane, water, methanol and ethanol. Insoluble in benzene
TSCAYes
Stability对光敏感，对湿度敏感;对空气敏感
Appearance 无色结晶。熔点100℃，相对密度1.595（20/4℃），沸点约140℃（分解）。易溶于水。1g该品能溶于1.4ml醇、1.7ml醚、0.7ml甲醇、2.3ml丙醇，几乎不溶于苯。具有适宜的酸味。
Refractive index-6.5 ° (C=10, Acetone)
Boiling Point167.16 °C at 760 mmHg

别名和识别编码

Chemical NameL(-)-Malic acid
CAS Number97-67-6
Synonym (S)-Malic acid {LY} (S)-Malic acid {} {LY} (S)-Malic acid {} {} {LY} (S)-Malic acid {} {} {} {LY} (S)-Malic acid {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-Malic acid {} {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00064213
EC Number202-601-5
Beilstein Registry Number3,419
PubChem Substance ID87572140
Merck Number5707
Reaxys-RN1723541
Chemical Name TranslationL-苹果酸
LabNetwork Molecule IDLN00188642
InChIInChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
Canonical SMILESO=C(O)[C@@H](O)CC(O)=O
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分类

  • {SNA} Allium
  • {SNA} Allium cepa (Onion), Artemisia vulgaris, Asymmetric Synthesis, Berberis sp., Carboxylic Acids, Chamaemelum nobile (Chamomile tea), Chemical Synthesis, Chiral Building Blocks, Chiral Resolution Reagents, Chiral Resolving Reagents, Cichorium intybus (Chicory), Citrus aurantium (Seville orange), Euphorbia sp, Ginkgo biloba, Linum usitatissimum (Flax), Organic Building Blocks, Other Biochemical, Panax ginseng, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb), Sambucus nigra (Elderberry), Vaccinium macrocarpon (Cranberry), Vaccinium myrtillus (Bilberry),
  • {S
  • {SNA} Allium cepa (Onion),

产品应用

  • γ-氨基丁酸合成酶抑制剂。

相关文献及参考

  • Merck: 14,5707
  • Merck: 14,5707 Beilstein:3,419
  • Resolving agent for chiral amines; see, for example: Org. Synth. Coll., 2, 506 (1943).
  • Rindi, G., et al.: Biochem. J., 80, 214
  • [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.

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S37 Wear suitable gloves 戴适当手套；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P305+P351+P338
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P332+P313
  • P302+P350
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSON7175000
Hazard Codes Xi
Storage condition 2-8°C {LY} 2-8°C Store at RT. {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C

其他信息

  • 用途二:用于制造酯类；用于络合剂和调味剂。按我国GB 2760-90规定，可用于各类食品。作为酸味剂，可代替柠檬酸使用（约80%），特别适用于果冻及水果为基料的食品。该品有保持天然果品色泽的作用，亦可作为果胶的萃取助剂，促进酵母生长用剂，配制无盐酱油、食醋，提高腌菜用味及人造奶油、蛋黄酱等的乳化稳定剂。广泛用于各种防腐、调味等复配添加剂。
  • 下游产品:(R)-(-)-3-奎宁醇 --> (S)-3-羟基吡咯烷盐酸盐 --> (S)-3-羟基-1-苄基吡咯烷 --> (R)-3-奎宁环醇盐酸盐 --> (S)-(+)-3-羟基四氢呋喃 --> 荧光增白剂 135 --> DL-苹果酸二乙酯
  • Alfa Aesar:苹果酸,97% L-(-)-Malic acid, 97%(97-67-6)
  • L-苹果酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30111632 L-苹果酸 5g 42元 2011/08/23 30111661 L-苹果酸 5g 45元 2011/04/16 M0022 L-(-) 苹果酸 L-(-)-Malic Acid 25G 312元
  • 上游原料:碳酸钙 --> 卡波姆树脂 --> D-(S)-3-乙酰巯基-2-甲基丙酰基-L-脯氨酸 --> 富马酸钠
  • 用途三:γ-氨基丁酸合成酶抑制剂。
  • MOL 文件:97-67-6.mol
  • Sigma Aldrich:97-67-6(sigmaaldrich)
  • MSDS 信息:L(-)-Malic acid(97-67-6).msds
  • Acros Organics:L(-)-苹果酸 L(-)-Malic acid, 30 wt% aqueous solution(97-67-6)
  • TCI Shanghai:L-(-) 苹果酸 L-(-)-Malic Acid,>;98.0%(T)(97-67-6)
  • 图谱信息:L-苹果酸(97-67-6)红外图谱(IR1) L-苹果酸(97-67-6)Raman光谱 L-苹果酸(97-67-6)核磁图( 1 HNMR) L-苹果酸(97-67-6)核磁图( 13 CNMR) L-苹果酸(97-67-6)红外图谱(IR2) L-苹果酸(97-67-6)质谱(MS)
  • 比旋光度:-2 ° (c=8.5, H2O)
  • 有较强的吸湿性，易溶于水、乙醇。 水中溶解度:360 g/L。
  • 用途一:用作食品添加剂、药品原料
  • 海关编码:29181980
  • 方法一:苹果酸在自然界广泛存在，是动植物新陈代谢的产物，是苹果中主要酸组分。将未成熟的苹果、葡萄、桃的果汁煮沸，加入石灰水，生成钙盐沉淀，然后将其转变为铅盐，再经处理生成游离酸，即可得到L-苹果酸。发酵法也是可能实现工业化，使用变异了的酵母菌类进行发酵，可获得L-苹果酸为主的特殊菌类进行发酸，或使用以产生苹果酸为主的特殊菌类进行发酵，可获进L-苹果酸，但过程比合成法复杂，而且成本较高。日本用生物合成法生产L-苹果酸。先将短杆菌氨基因细胞（breridacterium ammoni-agenes cell）用聚丙烯酸酰胺固定。细胞在生理盐水中悬浮液与丙烯酸酰胺和适当的交联剂以及聚合促进剂混合，所得凝胶制成3mm直径的颗粒。洗涤后，浸泡在含约0.3牛胆汁的反丁烯二酸钠中，溶液保持在37℃、20h。经此处理的细胞即用作反应柱的填料。1L含1mol的反丁烯二酸钠在37℃通过反应柱，用通常的方法从流出物中分离苹果酸，从反丁烯二酸生产L-苹果酸药用级产品，收率约70%。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Resolution Reagents - Asymmetric Synthesis
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Chemical Classification - Nutrition Research
  4. Other Biochemical - Phytochemicals by Chemical Classification
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Food & Beverage Standards - Chromatography
  5. Organic Acids - Food & Beverage Standards
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Resolution Reagents - Asymmetric Synthesis
  4. Chiral Resolving Reagents - Chiral Resolution Reagents
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Resolution Reagents - Asymmetric Synthesis
  4. Chiral Resolving Reagents - Chiral Resolution Reagents
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Organic Building Blocks - Chiral Building Blocks
  5. Carboxylic Acids - Organic Building Blocks
  1. Life Science 生命科学
  2. Metabolomics 代谢组学
  3. Metabolic Pathways - Metabolomics
  4. Metabolites and Cofactors on the Metabolic Pathways Chart - Metabolic Pathways
  5. TCA - Metabolites and Cofactors on the Metabolic Pathways Chart
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Optical Resolution
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carboxylic Acid Salts 羧酸盐
  1. Functional Group 官能团索引
  2. alpha-hydroxyacid
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Biochemicals Found in Plants
  4. Lipids
  5. Polyunsaturated
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Metabolomics
  4. Metabolic Pathways
  5. Metabolites and Cofactors on the Metabolic Pathways Chart
  6. Porphyrin
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nutrition Research
  4. Biochemicals Found in Plants
  5. Lipids
  6. Polyunsaturated
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Metabolomics
  5. Metabolic Pathways
  6. Metabolites and Cofactors on the Metabolic Pathways Chart
  7. Porphyrin
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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