L-Uridine
(Synonyms: L-尿苷) 目录号 : GC61695
L-Uridine分离自PolyporaceaefungusPoriacocos(Schw.)，是正常RNA成分中的D-尿苷的对映异构体。L-Uridine充当核苷磷酸转移酶的磷酸受体。
Cas No.:26287-69-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
L-Uridine, isolated from the Polyporaceae fungus Poria cocos (Schw.), is an enantiomer of the normal RNA constituent D-uridine. L-uridine acts as a phosphate acceptor for nucleoside phosphotransferases[1].
[1]. A F Wu, et al. L-uridine: synthesis and behavior as enzyme substrate. Proc Natl Acad Sci U S A. 1969 Aug;63(4):1222-6. [2]. Yumei Wang, et al. Chemical Composition and Pharmacology Research Progress of Shenlingbaizhu Powder. 2019 Asia-Pacific Conference on Clinical Medicine and Public Health.
| Cas No. | 26287-69-4 | SDF | |
| 别名 | L-尿苷 | ||
| Canonical SMILES | O[C@@H]1[C@](N2C(NC(C=C2)=O)=O)([H])O[C@H]([C@@H]1O)CO | ||
| 分子式 | C9H12N2O6 | 分子量 | 244.2 |
| 溶解度 | DMSO : 100 mg/mL (409.50 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.095 mL | 20.475 mL | 40.95 mL |
| 5 mM | 0.819 mL | 4.095 mL | 8.19 mL |
| 10 mM | 0.4095 mL | 2.0475 mL | 4.095 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
L-Uridine: synthesis and behavior as enzyme substrate
Proc Natl Acad Sci U S A 1969 Aug;63(4):1222-6.PMID:5260923DOI:10.1073/pnas.63.4.1222.
L-Uridine, the enantiomer of the normal RNA constituent D-uridine, was synthesized from L-ribose through coupling with bis(trimethylsilyl)-uracil. The synthetic product had the expected chemical and physical characteristics. When used as the acceptor for phosphate transfer by the nucleoside phosphotransferase of carrot, L-Uridine is converted to 5'-L-uridylic acid. The Michaelis constants K(m) are 28 x 10(-3)M for L-Uridine, 5 x 10(-3)M for D-uridine. The nucleoside phosphotransferase of human prostate, which phosphorylates D-uridine in the 5', 3', or 2' positions, fails to transfer phosphate to the 2' position of L-Uridine, but does produce 5'-and 3'-L-uridylic acids.
Metabolism of pyrimidine L-nucleosides
Nucleic Acids Res 1976 Aug;3(8):2143-54.PMID:967691DOI:10.1093/nar/3.8.2143.
The intraperitoneal application of L-nucleosides (L-Cyd, L-Urd, L-dThd) to mice results in distribution of these compounds into tissues of the organism and their gradual excretion in the unchanged form. The residual level has been observed with L-ribonucleosides only and contains in addition to the L-nucleoside its 5'-phosphate. The phosphorylation in vivo is catalyzed by nucleoside-kinase and utilizes ATP as the phosphate donor while glycerol 1-phosphate and creatine phosphate are inactive. The L-cytidine derivatives are in vivo deaminated to the derivatives of L-Uridine. On the other hand, when L-Uridine is applied in vivo, derivatives of L-cytidine are obtained on the level of both the nucleoside and 5'-ribonucleotide.
First synthesis of L-enantio-uracil dinucleotide
Nucleic Acids Res Suppl 2003;(3):33-4.PMID:14510366DOI:10.1093/nass/3.1.33.
L-Enantio-uracil dinucleotide, which consists of two L-uridylic acids and one pyrophosphate, was synthesized for the first time in our laboratory. Benzolyated L-Uridine was prepared by a steroselective glycosylation of silylated uracil with L-1-acetoxy-2,3,5-tri-O-benzoylribose (L-ABR). After deprotection, L-Uridine was converted to L-UP4U by the treatment of L-UMP morpholidate with triethyammonium pyrophosphate (TEA-PPi). Spectral data of synthesized L-UP4U are given in a reference. All spectral data were identical with those of the D-enantiomer except the optical rotation. It showed a positive value compared to the D-enantiomer having a negative value.
Selectivity of montmorillonite catalyzed prebiotic reactions of D, L-nucleotides
Orig Life Evol Biosph 2007 Feb;37(1):3-26.PMID:17160436DOI:10.1007/s11084-006-9013-x.
The montmorillonite-catalyzed reactions of the 5'-phosphorimidazolides of D, L-adenosine (D, L-ImpA) (Figure 1a. N = A, R = H) and D, L-Uridine (Figure 1a., N = U, R = H) yields oligomers that were as long as 7 mers and 6 mers, respectively. The reactions of dilute solutions of D-ImpA and D-ImpU under the same conditions gave oligomers as long as 9 and 8 mers respectively. This demonstrated that oligomer formation is only partially inhibited by incorporation of both the D- and L-enantiomers. The structures of the dimers, trimers and tetramer fractions formed from D, L-ImpA was investigated by selective enzymatic hydrolysis, comparison with authentic samples and mass spectrometry. Homochiral products were present in greater amounts than would be expected if theoretical amounts of each were formed. The ratio of the proportion of homochiral products to that of the amount of each expected for the dimers (cyclic and linear), trimers and tetramers, was 1.3, 1.6, and 2.1, respectively. In the D, L-ImpU reaction homochiral products did not predominate with ratios of dimers (cyclic and linear), trimers and tetramers 0.8, 0.44, and 1.4, respectively. The proportions of cyclic dimers in the dimer fraction were 52-66% with D, L-ImpA and 44-69% with D, L-ImpU. No cyclic dimers were formed in the absence of montmorillonite. The differences in the reaction products of D, L-ImpA and D, L-ImpU are likely to be due to the difference in the orientations of the activated monomers when bound to the catalytic sites on montmorillonite. The consequences of the selectivity of montmorillonite as a prebiotic catalyst are discussed.