L-Tryptophan-d5
(Synonyms: L-色氨酸-D5,Tryptophan-d5; Tryptophane-d5) 目录号 : GC49370An internal standard for the quantification of L-tryptophan
Cas No.:62595-11-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
L-Tryptophan-d5 is intended for use as an internal standard for the quantification of L-tryptophan by GC- or LC-MS. L-Tryptophan is an essential amino acid.1 It serves as a substrate for tryptophan hydroxylase (TPH), indoleamine-2,3-dioxygenase (IDO), and tryptophan-2,3-dioxygenase (TDO) for the biosynthesis of serotonin and kynurenine .2 L-Tryptophan is also metabolized by enteric bacteria expressing tryptophanase into indole, pyruvate, and ammonia.3 It increases 5-HT, 5-hydroxy-L-tryptophan (5-HTP), and 5-hydroxy indole-3-acetic acid (5-HIAA) levels in the diencephalon of rats when administered at a dose of 300 mg/kg.4 L-Tryptophan decreases immobility time in the forced swim test in rats when administered at doses of 4 and 20 mg/kg per day for eight weeks.5
1.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) 2.O’Mahony, S.M., Clarke, G., Borre, Y.E., et al.Serotonin, tryptophan metabolism and the brain-gut-microbiome axisBehav. Brain Res.27732-48(2015) 3.Wikoff, W.R., Anfora, A.T., Liu, J., et al.Metabolomics analysis reveals large effects of gut microflora on mammalian blood metabolitesProc. Natl. Acad. Sci. USA106(10)3698-3703(2009) 4.Esteban, S., Nicolaus, C., Garmundi, A., et al.Effect of orally administered L-tryptophan on serotonin, melatonin, and the innate immune response in the ratMol. Cell Biochem.267(1-2)39-46(2004) 5.Ouakki, S., El Mrabet, F.Z., El Hessni, A., et al.Conversion of L-tryptophan into melatonin is the possible action pathway involved in the effect of L-tryptophan on antidepressant-related behavior in female rats: Analysis of the influence of treatment durationJ. Behav. Brain Sci.3(4)362-372(2013)
| Cas No. | 62595-11-3 | SDF | |
| 别名 | L-色氨酸-D5,Tryptophan-d5; Tryptophane-d5 | ||
| Canonical SMILES | OC([C@@H](N)CC1=C([2H])NC2=C([2H])C([2H])=C([2H])C([2H])=C12)=O | ||
| 分子式 | C11H7D5N2O2 | 分子量 | 209.3 |
| 溶解度 | PBS (pH 7.2): 1 mg/ml | 储存条件 | Store at -20°C, protect from light, stored under nitrogen |
| 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 | 4.7778 mL | 23.8892 mL | 47.7783 mL |
| 5 mM | 0.9556 mL | 4.7778 mL | 9.5557 mL |
| 10 mM | 0.4778 mL | 2.3889 mL | 4.7778 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。
Selective ion monitoring of tryptophan, N-acetyltryptophan and kynurenine in human serum. Application to the in vivo measurement of tryptophan pyrrolase activity
J Chromatogr 1978 Oct 1;158:305-12.PMID:721934DOI:10.1016/s0021-9673(00)89975-6.
A specific method is described for the determination of deuterated and non-deuterated N-acetyltryptophan, tryptophan and kynurenine in human serum and urine using gas chromatography-mass fragmentography. N-Acetyltryptophan was analysed as the N-trimethylsilyl methyl ester derivative; tryptophan and kynurenine were converted into their N-pentafluoropropionyl methyl esters. N-Acetyl-DL-tryptophan-d11, tryptophan-d8 and kynurenine-d2 were used as internal standards. The coefficients of variation were found to be about 8% (n = 9) for tryptophan and N-acetyltryptophan and about 2.4% (n = 9) for kynurenine. Using this method, an in vivo determination of the tryptophan pyrrolase activity [L-tryptophan oxygen 2,3-oxidoreductase (decyclizing), E.C. 1.13.11.11] is possible by loading the subjects with deuterated L-Tryptophan-d5 and subsequently measuring the deuterated L-kynurenine-d4 formed and the residual L-Tryptophan-d5.
In vivo studies of the tryptophan-5-hydroxylase system. Quantitation of serotonin and tryptamine using gas chromatography-mass fragmentography
J Chromatogr 1980 Oct 31;199:171-9.PMID:7451600DOI:10.1016/s0021-9673(01)91370-6.
An in vivo determination of tryptophan-5-hydroxylase (E.C. 1.14.16.4) activity is described. Subjects were loaded with deuterated L-Tryptophan-d5 (50 mg/kg body weight) and the deuterated serotonin-d4 in urine was analysed using mass fragmentography. Four control subjects were dosed orally and two of them also intravenously with 50 mg/kg of L-Tryptophan-d5. One patient with atypical phenylketonuria (PKU) due to a tetrahydrobiopterin (BH4) deficiency was dosed without and during BH4 treatment. Without BH4, the patient showed only minor formation of deuterated serotonin. After BH4 administration (2.5 mg/kg body weight) the serotonin formation increased about four-fold but was not normalized. Serotonin in urine and blood was analysed as the pentafluoropropionyl (PFP) derivative using gas chromatography-mass fragmentography. Deuterated serotonin was used as internal standard. The analysis of tryptamine can be performed with the same procedure.
Development and application of a strategy for analyzing eight biomarkers in human urine to verify toxic mushroom or ricinus communis ingestions by means of hydrophilic interaction LC coupled to HRMS/MS
Talanta 2020 Jun 1;213:120847.PMID:32200933DOI:10.1016/j.talanta.2020.120847.
The analytical proof of a toxic mushroom and/or plant ingestion at an early stage of a suspected intoxication can be crucial for fast therapeutic decision making. Therefore, comprehensive analytical procedures need to be available. This study aimed to develop a strategy for the qualitative analysis of α- and β-amanitin, psilocin, bufotenine, muscarine, muscimol, ibotenic acid, and ricinine in human urine by means of hydrophilic interaction liquid chromatography-high resolution MS/MS (HILIC-HRMS/MS). Urine samples were prepared by hydrophilic-phase liquid-liquid extraction using dichloromethane and subsequent solid-phase extraction and precipitation, performed in parallel. Separation and identification of the biomarkers were achieved by HILIC using acetonitrile and methanol as main eluents and Orbitrap-based mass spectrometry, respectively. The method was validated as recommended for qualitative procedures and tests for selectivity, carryover, and extraction recoveries were included to also estimate the robustness and reproducibility of the sample preparation. Limits of identification were 1 ng/mL for α- and β-amanitin, 5 ng/mL for psilocin, bufotenine, muscarine, and ricinine, and 1500 ng/mL and 2000 ng/mL for ibotenic acid and muscimol, respectively. Using γ-amanitin, L-Tryptophan-d5, and psilocin-d10 as internal standards, compensation for variations of matrix effects was shown to be acceptable for most of the toxins. In eight urine samples obtained from intoxicated individuals, α- and β-amanitin, psilocin, psilocin-O-glucuronide, muscimol, ibotenic acid, and muscarine could be identified. Moreover, psilocin-O-glucuronide and bufotenine-O-glucuronide were found to be suitable additional targets. The analytical strategy developed was thus well suited for analyzing several biomarkers of toxic mushrooms and plants in human urine to support therapeutic decision making in a clinical toxicology setting. To our knowledge, the presented method is by far the most comprehensive approach for identification of the included biomarkers in a human matrix.