DL-Tryptophan
(Synonyms: DL-色氨酸,(±)-Tryptophan) 目录号 : GC60784
A racemic mixture of D- and L-tryptophan
Cas No.:54-12-6
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
DL-Tryptophan is a racemic mixture of the atypical amino acid D-tryptophan and the essential amino acid L-tryptophan .1,2 Serum levels of DL-tryptophan are negatively correlated with urinary protein levels in a rat model of nephropathy induced by doxorubicin .3
1.Grishin, D.V., Zhdanov, D.D., Pokrovskaya, M.V., et al.D-amino acids in nature, agriculture and biomedicineAll Life13(1)11-22(2020) 2.Richard, D.M., Dawes, M.A., Mathias, C.W., et al.L-Tryptophan: Basic metabolic functions, behavioral research and therapeutic indicationInt. J. Tryptophan Res.245-60(2009) 3.Li, A.-P., Yang, L., Zhang, L.-C., et al.Evaluation of injury degree of adriamycin-induced nephropathy in rats based on serum metabolomics combined with proline markerJ. Proteome Res.19(7)2575-2584(2020)
| Cas No. | 54-12-6 | SDF | |
| 别名 | DL-色氨酸,(±)-Tryptophan | ||
| Canonical SMILES | NC(CC1=CNC2=CC=CC=C12)C(O)=O | ||
| 分子式 | C11H12N2O2 | 分子量 | 204.23 |
| 溶解度 | 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 | 4.8964 mL | 24.4822 mL | 48.9644 mL |
| 5 mM | 0.9793 mL | 4.8964 mL | 9.7929 mL |
| 10 mM | 0.4896 mL | 2.4482 mL | 4.8964 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。
Comparison of the nutritive values of L-, DL- and D-tryptophan in the rat and chick
J Nutr 1980 Apr;110(4):634-40.PMID:7365534DOI:10.1093/jn/110.4.634.
Experiments were designed to compare the nutritive values of L-, DL- and D-tryptophan in rats and chicks. Growing rats and chicks were fed for 19 and 21 days, respectively, diets containing amino acid mixtures with graded levels of either L-, DL- or D-tryptophan so that the regression of weight gain or protein retention on tryptophan intake could be established. After the end of the experiments, plasma free L-tryptophan was estimated by a microbiological method. The nutritive values of DL- and D-tryptophan relative to the L-isomer were 47 and 21%, respectively in chicks and close to 100% in rats. In chicks, plasma free L-tryptophan concentration increased with the increase of L- and DL-Tryptophan levels in the diet, but remained at a low level regardless of the D-tryptophan level in the diet. In rats, however, a good correlation was observed between plasma free L-tryptophan and tryptophan level in the diet.
Enantioseparation of (DL)-tryptophan by spiral tube assembly counter-current chromatography and evaluation of mass transfer rate for enantiomers
J Chromatogr A 2014 Dec 29;1374:77-84.PMID:25476690DOI:10.1016/j.chroma.2014.11.013.
Spiral tube assembly counter-current chromatography was successfully applied in enantioseparation of DL-Tryptophan using bovine serum albumin as chiral selector. An improved biphasic aqueous-aqueous solvent system 12.0% (w/w) polyethyleneglycol 8000-9.0% (w/w) dibasic potassium phosphate-0.1% ammonia-78.9% water was used as the solvent system for counter-current chromatography, in which bovine serum albumin was predominantly distributed in the lower phase of the two-phase aqueous system. The aqueous-aqueous solvent system gave a very high enantioselectivity for d- and l-tryptophan at α=2.605 along with distribution ratio DD=1.200 and DL=0.461. High peak resolution was obtained for enantioseparation of 2.0mg of DL-Tryptophan by spiral tube assembly counter-current chromatography under room temperature. It was found that 0.1% ammonia added in the aqueous-aqueous solvent system greatly improved the enantioseparations. An unusual extremely broad peak for l-tryptophan was observed during enantioseparations. In order to give an explanation, mass transfer rates of d- and l-enantiomers through the interface between the two phases were measured. It was found that l-tryptophan showed lower mass transfer rate than d-tryptophan. Further discussions were proposed for possible reasons for mass transfer rate difference between the enantiomers.
Resolution of DL-Tryptophan by affinity chromatography on bovine-serum albumin-agarose columns
Proc Natl Acad Sci U S A 1973 Oct;70(10):2850-2.PMID:4517938DOI:10.1073/pnas.70.10.2850.
Bovine-serum albumin, known to have antipodal specificity in the binding of tryptophan, was selected as the affinity chromatographic matrix for the attempted chromatographic resolution of DL-Tryptophan. Complete resolution was accomplished when DL-Tryptophan was chromatographed on bovine-serum albuminsuccinoylaminoethyl-Sepharose.
Chiral preference of L-tryptophan derived metal-based antitumor agent of late 3d-metal ions (Co(II), Cu(II) and Zn(II)) in comparison to D- and DL-Tryptophan analogues: their in vitro reactivity towards CT DNA, 5'-GMP and 5'-TMP
Eur J Med Chem 2010 Sep;45(9):3549-57.PMID:20537435DOI:10.1016/j.ejmech.2010.04.031.
To evaluate the biological preference of chiral drugs for molecular target DNA, new potential metal-based chemotherapeutic agents 1-3 (a-c) of late 3d-transition metals derived from l form, d form, and DL-Tryptophan, respectively were synthesized and thoroughly characterized. Interaction studies of 1-3 (a-c) with CT DNA, 5'GMP and 5'-TMP have been carried out. The results reveal that the extent of DNA binding of l form of copper 2a was greatest in comparison to rest of complexes via electrostatic interaction. This was further confirmed by nuclease activity of 2a with supercoiled pBR322 DNA and it was observed that cleavage reaction involves various oxygen species and superoxide radicals by oxidative cleavage mechanism. The complex 2a exhibited significant antitumor activity against MCF-7 cell line.
Intestinal transport of tryptophan and its analogs
Am J Physiol 1975 Feb;228(2):496-500.PMID:1119571DOI:10.1152/ajplegacy.1975.228.2.496.
A comparative study of the intestinal transport of DL-Tryptophan and its 1-methylindole (tryptophan-l-Me) and benzo[b]thiophene (tryptophan-S) analogs has been carried out in vitro, using the everted intestinal sac of the rat and hamster. Both tryptophan and tryptophan-S are actively transported across the intestine, while tryptophan-l-Me is not actively transported. The active transport of tryptophan is competitively inhibited by tryptophan-S, suggesting a similar carrier, while tryptophan-l-Me is not an inhibitor of tryptophan transport, suggesting little or no interaction with the carrier. The transport of tryptophan and tryptophan-S is depressed at concentrations (10 mM), and all three amino acids produce subtle alterations in the barrier properties of the sacs, as evidenced by increased tetraethylammonium bromide-14C diffusion.