CAS: 135-16-0; (2S)-2-(4-(((2-Amino-4-Oxo-3,4,5,6,7,8-Hexahydropteridin-6-yl)Methyl)Amino)Benzamido)Pentanedioic Acid
该化合物是一种水溶性B-维他明衍生物,在细胞代谢中,特别是在合成核酸和氨基酸方面,起着关键作用;它是叶酸的一种活性形式,对DNA合成,修复和甲基化至关重要,对细胞分解和生长至关重要;四氢氟酸的特点是它能够接受和捐赠各种生物化学反应中的单碳单位,促进同性斯坦转化为甲基苯丙胺,以及纯和甲胺合成;该化合物通常在身体中被发现为一种以多种聚氨酸衍生物为形式的共聚酶,增强它的稳定性和活动;从物理特性来看,四氢叶酸是一种在水中可溶解但相对溶解的橙色水晶粉,它缺乏可能导致巨型白性贫血和其他健康问题,强调其在营养和健康方面的重要性.
- 英文名称(2S)-2-(4-(((2-Amino-4-Oxo-3,4,5,6,7,8-Hexahydropteridin-6-yl)Methyl)Amino)Benzamido)Pentanedioic Acid
- 中文名称四氢叶酸
- IUPAC名称(4-(((2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid
- 其它别名L-5,6,7,8-Tetrahydrofolic Acid; Tetrahydropteroylglutaamic Acid; (6S)-Tetrahydrofolic Acid; (6S)-Thfa; Tetrahydrofolic Acid,5,6,7,8-Tetrahydropteroyl-L-Glutamic Acid, Thf; L-Tetrahydrofolic Acid, Synthesized On Receipt Of Order. Minimum Purity When Shipped.; (-)-L-5,6,7,8-Tetrahydrofolic Acid
- CAS编号135-16-0
- MFCD编号:MFCD00135583
- EINECS号:205-181-1
- FDA UNII编号:43ZWB253H4
- 分子式:C19H23N7O6分子量:445.44
- 产品CID: 535748
- 产品分类原料药 → 维生素类与矿物质类药 → 维生素C类药
物理性质
- 熔点162 °C (分解)>>162 °C (分解)
- 沸点555.12 °C (rough estimate)
- 密度1.7g/cm3
- pKa:3.51±0.10(预测)
- PSA:211.56
- LogP:1.0391
- 折射率1.762
- 蒸汽压0Pa at 25°C
- 溶解性Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
- 敏感性结晶。有吸湿性。对光敏感
- 外观形态powder | off-white to tan
- 储存条件充氩气密封保存于0°C以下干燥环境避光保存。
- 产品应用该化合物是,过量的四氢酸可能对骨髓细胞产生诱导和遗传毒性影响,对肝脏细胞产生扰动作用,并减少生殖细胞存活.
MSDS等安全信息
- GHS象形图
- GHS符号GHS02 & GHS07;
注释: Flame & Exclamation mark - 危险类别自热物质 类别2
皮肤致敏 类别1 - 警示词Warning(警告)
- 危险描述H252 |大量自热;可能着火.
H317 |可能引起皮肤过敏反应. - 防范说明P261-P305+P351+P338-
- UN编号NONH for all modes of transport
- 安全声明H303+H313+H333
- 危险类别码Causes changes in liver weights, normocytic anemia, changes in renal tubules, weight loss, and effects on transaminases in acute subcutaneous studies of rats; [RTECS] May cause irritation; [Sigma-Aldrich MSDS] See Folic acid.
- WGK Germany3.0
欧盟法规
REACH注册ECHA物质C&L通报REACH预注册上下游产品
CAS号59-30-3 叶酸 | CAS号4033-27-6 二氢叶酸 | CAS号28459-40-7 10-Formyl-7,8-d... | CAS号72973-87-6 2-[[4-[(2-amino... | CAS号72973-88-7 2-[[4-[[2-amino... | CAS号72988-03-5 L-Glutamicacid,...合成工艺路线路线简述
海关参考信息
- 2905121000-正丙醇
2905130000-正丁醇
2912110000-甲醛
2912120000-乙醛 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-5350851-A
优先权日:1992-03-16
标题 :Intermediates and a process for synthesis of tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolate and N5-formyl-(6S)-tetrahydrofolate
发明人：BAILEY STEVEN W; AYLING JUNE E
权利人:UNIV SOUTH ALABAMA
摘要:Intermediates and a process for the synthesis of 6-monosubstituted tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolic acid. The intermediates are shown in their two enantiomeric forms as follows: ##STR1## wherein R 1 and R 2 are the same or different and represent hydrogen, methyl, hydroxy, amino, alkyl or dialkylamino, alkoxy, benzyloxy, or benzylthio; R 3 represents an alkene, alkyne, cycloalkyl, benzyl, alkyl (substituted with hydroxy, acetoxy, benzyloxy, alkoxy, alkylthio, amino, carboxy, oxo, or phosphate), a protected aldehyde, or ##STR2## wherein n=1 or 2, R 4 is hydrogen, formyl, methyl, or propargyl, and ZZ represents an amino acid or amino acid polymer.
专利号:US-9090925-B2
优先权日:2006-01-20
标 题:Synthesis of (6S)-5,6,7,8-tetrahydrofolic acid
发明人：JONES JR GERALD S; ST LAURENT JOSEPH P; GOODRICH SCOTT A; MAGUIRE GEORGE
权利人:JONES JR GERALD S; ST LAURENT JOSEPH P; GOODRICH SCOTT A; MAGUIRE GEORGE; CHEMIC LAB INC
摘要:A process for the large-scale chemoenzymatic production of (6S)-5-methyl-5,6,7,8-tetrahydrofolic acid, also known as (6S)-5-methylTHFA, the process comprising the steps of: (1) reducing folic acid (FA) so as to yield dihydrofolic acid (DHFA); (2) stereoselectively reducing DHFA with dihydrofolate reductase (DHFR) in the presence of NADP/NADPH, glucose and GluDH so as to yield (6S)-THFA; (3) converting (6S)-THFA to (6S)-5-methlTHFA; and (4) isolating (6S)-5-methylTHFA.
专利号:US-2007190596-A1
优先权日:2006-01-20
标题:Synthesis of (6S)-5-methyl-5,6,7,8-tetrahydrofolic acid
专利号:WO-2007084738-A2
优先权日:2006-01-20
标 题 :Synthesis of (6s)-5-methyl-5,6,7,8-tetrahydrofolic acid
专利号:WO-9319069-A1
优先权日:1992-03-16
标题:Intermediates and a process for synthesis of tetrahydropteridine c6-stereoisomers, including (6s)-tetrahydrofolate and n5-formyl-(6s)-tetrhydrofolate
专利号:US-2012315679-A1
优先权日:2006-01-20
标 题 :Synthesis of (6s)-5,6,7,8-tetrahydrofolic acid
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: García-Molina F, Muñoz-Muñoz JL, Martínez-Ortiz F, García-Ruíz PA, Tudela J, García-Cánovas F, Rodríguez-López JN. Tetrahydrofolic Acid is a potent suicide substrate of mushroom tyrosinase. J Agric Food Chem. 2011 Feb 23;59(4):1383-91. doi: 10.1021/jf1035433. Epub 2011 Jan 25. Review.
合成参考文献
参考文献:10.1093/jn/134.1.31
摘要:Verwei M, Arkbåge K, Mocking H, Havenaar R, Groten J. The Binding of Folic Acid and 5-Methyltetrahydrofolate to Folate-Binding Proteins during Gastric Passage Differs in a Dynamic In Vitro Gastrointestinal Model. The Journal of Nutrition. 2004 Jan;134(1):31–7. doi: 10.1093/jn/134.1.31.
参考文献:10.1515/jpm.2003.082
摘要:Makino Y, Nagano M, Tamura K, Kawarabayashi T. Pregnancy complicated with pure red cell aplasia: a case report. J Perinat Med. 2003;31(6):530–4. doi: 10.1515/jpm.2003.082.
参考文献:10.3233/jad-2006-9408
摘要:Tchantchou F. Homocysteine metabolism and various consequences of folate deficiency. J Alzheimers Dis. 2006 Aug;9(4):421–7. doi: 10.3233/jad-2006-9408.
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