96702-03-3_四氢甲基嘧啶羧酸CAS号:96702-03-3/四氢甲基嘧啶羧酸中英文名/分子式/结构式

四氢甲基嘧啶羧酸的其他展现形式

相关化合物

乙胺嘧啶 Pyrimethamine CAS No.：58-14-0

胸腺嘧啶 Thymine CAS No.：65-71-4

四氧嘧啶 Alloxane CAS No.：50-71-5

尿嘧啶 Uracil CAS No.：66-22-8

巴比妥酸 Barbituric acid CAS No.：67-52-7

5-氟尿嘧啶 Fluorouracil CAS No.：51-21-8

简介

Ectoine 是一种天然的细胞保护剂，是生活在极其恶劣的环境条件下的细菌所产生的氨基酸衍生物。Ectoine 用作渗透调节相容性溶质，可增加皮肤表面的水合作用并稳定脂质层，在皮肤护理中常用。Ectoine 具有良好的安全性，可用于研究过敏性鼻炎。

名称和标识符

MDL	MFCD03419286
InChIKey	WQXNXVUDBPYKBA-YFKPBYRVSA-N
Inchi	1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1
SMILES	C([C@@H]1CCN=C(C)N1)(=O)O

别名信息

- 中文别名 -

四氢甲基嘧啶羧酸渗透压调节因子四氢甲基嘧啶羧酸钠单水合物伊可妥因依克多因 (S)-2-甲基-1,4,5,6-四氢甲基嘧啶-4-羧酸 (S)-2-甲基-1,4,5,6-四氢嘧啶-4-羧酸四氢嘧啶 (S)-2-甲基-3,4,5,6-四氢嘧啶-4-羧酸

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- 英文别名 -

4-Pyrimidinecarboxylicacid, 3,4,5,6-tetrahydro-2-methyl-, (4S)- THP[B] 2-METHYL-1,4,5,6-TETRAHYDROPYRIMIDINE-4-CARBOXYLIC ACID ECTOIN Ectoine sodium salt monohydrate 4-Pyrimidinecarboxylicacid,1,4,5,6-tetrahydro-2-methyl-,(4S)-(9CI) (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid (S)-2-Methyl- 1,4,5,6-tetrahydropyrimidine-4-carboxylic acid Pyrostatine B RonaCare Thp(B) (S)-1,4,5,6-Tetrahydro-2-methyl-4-pyrimidinecarboxylic acid Ectoine NSC 614616 Pyrostatin B L-Ectoine 7GXZ3858RY (4S)-2-methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid (S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid (+)-1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid SMR000127407 Ectoine, primary pharmaceutical reference standard 1,4,5,6-Tetrahydro-2-methyl-4-pyrimidinecarboxyli (4S)-3,4,5,6-Tetrahydro-2-methyl-4-pyrimidinecarboxylic acid (ACI) 4-Pyrimidinecarboxylic acid, 1,4,5,6-tetrahydro-2-methyl-, (4S)- (9CI) 4-Pyrimidinecarboxylic acid, 1,4,5,6-tetrahydro-2-methyl-, (S)- (ZCI) (4S)-2-Methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid (4S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid (S)-2-methyl-1,4,5,6-tetrahydropyrimidine-4-carboxylic acid Ectoin (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic Acid

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物化性质

实验特性

LogP	-0.38430
PSA	61.69000
Merck	3505
折射率	1.596
沸点	381.5℃/760mmHg
熔点	~280°
闪点	184.5°C
溶解度	methanol: 20 mg/mL, clear, colorless
颜色与性状	Powder
溶解性	未确定
比旋光度	D20 +140° (c = 1.0 in methanol)
密度	1.37

计算特性

精确分子量	142.07400
氢键供体数量	2
氢键受体数量	3
可旋转化学键数量	1
同位素质量	142.074228
重原子数量	10
复杂度	177
同位素原子数量	0
确定原子立构中心数量	1
不确定原子立构中心数量	0
确定化学键立构中心数量	0
不确定化学键立构中心数量	0
共价键单元数量	1
疏水参数计算参考值（XlogP）	-0.8
互变异构体数量	2
表面电荷	0
拓扑分子极性表面积	61.7
分子量	142.16

安全信息纠错

WGK Germany	1
安全说明	S26-S37/39
风险术语	R36/37/38
危险品标志	Xi
危险品运输编号	NONH for all modes of transport
储存条件	常温下存储，2-8℃存储更佳
危险类别码	36/37/38

国际标准相关数据

EINECS

431-910-1

合成路线

合成路线：1 步

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参考文献 :: Method for the preparation of ectoin

, Korea, , ,

合成路线：1 步

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参考文献 :: Synthetic method of (S)-2-methyl-1,4,5,6-tetrahydromethylpyrimidine-4-carboxylic acid

, China, , ,

合成路线：1 步

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参考文献 :: Metabolic Engineering of Corynebacterium glutamicum for High-Level Ectoine Production: Design, Combinatorial Assembly, and Implementation of a Transcriptionally Balanced Heterologous Ectoine Pathway

Giesselmann, Gideon; Dietrich, Demian; Jungmann, Lukas; Kohlstedt, Michael; Jeon, Eun J.; et al, Biotechnology Journal, 2019, 14(9),

合成路线：1 步

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参考文献 :: Pathway construction and metabolic engineering for fermentative production of ectoine in Escherichia coli

Ning, Yike; Wu, Xuejiao; Zhang, Chenglin; Xu, Qingyang; Chen, Ning; et al, Metabolic Engineering, 2016, 36, 10-18

合成路线：1 步

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参考文献 :: Preparation of tetrahydro-2-methyl-4-pyrimidinecarboxylic acids

, Japan, , ,

合成路线：1 步

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参考文献 :: Synthesis of 2,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid: osmoprotector amino acid

Himdi-Kabab, Souad; Lavrador, Karine; Bazureau, Jean Pierre; Hamelin, Jack, Synthetic Communications, 1995, 25(15), 2223-7

合成路线：1 步

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参考文献 :: Metabolic Pathway Construction and Optimization of Escherichia coli for High-Level Ectoine Production

Chen, Jun; Liu, Pengfu; Chu, Xiaohe; Chen, Jianwei; Zhang, Huawei; et al, Current Microbiology, 2020, 77(8), 1412-1418

合成路线：1 步

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参考文献 :: Metabolic flux analysis and optimal control in the process of ectoine fermentation

Zhang, Linhua; Zheng, Xin; Lang, Yajun, Advanced Materials Research (Durnten-Zurich, 2012, (2012), 393-395

合成路线：1 步

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参考文献 :: Method of synthesizing micromolecular amino acid derivative Ectoine

, China, , ,

合成路线：1 步

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参考文献 :: Method for producing ectoine by using recombinant Escherichia coli KuitVnectABC and purification method thereof

, China, , ,

合成路线：1 步

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参考文献 :: Application of recombinant Bacillus subtilis in the production of tetrahydropyrimidine from wastewater from enzymatic synthesis of carnosine and synthesis method thereof

, China, , ,

合成路线：1 步

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参考文献 :: Artificial method for preparation of 1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid

, China, , ,

合成路线：1 步

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参考文献 :: The production of the ectoines (1,4,5,6-tetrahydro-2-methyl-4-pyrimidine carboxylic acid and 1,4,5,6-tetrahydro-2-methyl-5-hydroxy-4 pyrimidine carboxylic acid) by a recombinant Escherichia coli in a low salt medium.

, Germany, , ,

相关文献

1. Impact of compatible solutes on the mechanical properties of fibronectin: a single molecule analysis
York Oberd?rfer,Sebastian Schrot,Harald Fuchs,Erwin Galinski,Andreas Janshoff Phys. Chem. Chem. Phys. 2003 5 1876

2. DNA protection by ectoine from ionizing radiation: molecular mechanisms
Marc Benjamin Hahn,Susann Meyer,Maria-Astrid Schr?ter,Hans-J?rg Kunte,Tihomir Solomun,Heinz Sturm Phys. Chem. Chem. Phys. 2017 19 25717

3. Complex transitions between dihydrate and anhydrate forms of ectoine – unexpected behavior of a highly hygroscopic compatible solute in the solid state
Wilhelm Maximilian Hützler,Estelle Mossou,Ronnald Vollrath,Miriam Kohagen,Imadine El Ghrissi,Martin Grininger,Giuseppe Zaccai,Jens Smiatek,Dieter Oesterhelt CrystEngComm 2020 22 169

4. Combined influence of ectoine and salt: spectroscopic and numerical evidence for compensating effects on aqueous solutions
Marc Benjamin Hahn,Frank Uhlig,Tihomir Solomun,Jens Smiatek,Heinz Sturm Phys. Chem. Chem. Phys. 2016 18 28398

5. The promotion and suppression of DNA charge neutralization by the cosolute ectoine
Benteng Chen,Yanwei Wang,Guangcan Yang RSC Adv. 2019 9 41050

6. Stabilization of DPPC lipid bilayers in the presence of co-solutes: molecular mechanisms and interaction patterns
Fabian Keller,Andreas Heuer,Hans-Joachim Galla,Jens Smiatek Phys. Chem. Chem. Phys. 2021 23 22936

7. Hydration in aqueous solutions of ectoine and hydroxyectoine
Christoph J. Sahle,Martin A. Schroer,Cy M. Jeffries,Johannes Niskanen Phys. Chem. Chem. Phys. 2018 20 27917

8. Influence of compatible solute ectoine on distinct DNA structures: thermodynamic insights into molecular binding mechanisms and destabilization effects
Ewa Anna Oprzeska-Zingrebe,Susann Meyer,Alexander Roloff,Hans-J?rg Kunte,Jens Smiatek Phys. Chem. Chem. Phys. 2018 20 25861

9. Bio-SAXS of single-stranded DNA-binding proteins: radiation protection by the compatible solute ectoine
Dorothea C. Hallier,Glen J. Smales,Harald Seitz,Marc Benjamin Hahn Phys. Chem. Chem. Phys. 2023 25 5372

10. Ectoine interaction with DNA: influence on ultraviolet radiation damage
Marc Benjamin Hahn,Glen J. Smales,Harald Seitz,Tihomir Solomun,Heinz Sturm Phys. Chem. Chem. Phys. 2020 22 6984

参考资料

Reaxys RN	21552955
Beilstein	7288977

化合物详情（旧版）

SMILES

OC(=O)[C@H]1NC(C)=NCC1

四氢甲基嘧啶羧酸 | 96702-03-3