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L-Tryptophan-d5

(Synonyms: L-色氨酸-D5,Tryptophan-d5; Tryptophane-d5) 目录号 : GC49370

L-色氨酸-d5(L-Tryptophan-d5)是L-色氨酸的氘代化合物,用作GC或LC-MS定量中的标准品。

L-Tryptophan-d5 Chemical Structure

Cas No.:62595-11-3

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5 mg
¥1,031.00
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10 mg
¥1,862.00
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25 mg
¥4,125.00
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Sample solution is provided at 25 µL, 10mM.

Description

L-Tryptophan-d5 is a deuterated compound of L-tryptophan used as a standard in GC or LC-MS quantification[1]. L-Tryptophan is an essential amino acid and a precursor of serotonin, melatonin, and vitamin B3[2]. L-Tryptophan serves as a substrate for tryptophan hydroxylase (TPH), indoleamine-2,3-dioxygenase (IDO), and tryptophan-2,3-dioxygenase (TDO) for the biosynthesis of serotonin (5-HT) and kynurenine[3]. L-Tryptophan is also metabolized to indole, pyruvate, and ammonia by intestinal bacteria expressing tryptophanase[4].

In vivo, oral administration of L-tryptophan (300mg/kg) to Wistar rats during the day (8:00) increased the levels of 5-HT, 5-hydroxy-L-tryptophan (5-HTP), and 5-hydroxyindole-3-acetic acid (5-HIAA) in the diencephalon of rats. When administered at night (20:00), 5-HT decreased, but the 5-HT/5-HIAA ratio remained unchanged, and melatonin levels and the innate immune response of peritoneal macrophages increased significantly[5].

References:
[1] Kyle J E, Stratton K G, Zink E M, et al. A resource of lipidomics and metabolomics data from individuals with undiagnosed diseases[J]. Scientific data, 2021, 8(1): 114.
[2] Richard D M, Dawes M A, Mathias C W, et al. L-tryptophan: basic metabolic functions, behavioral research and therapeutic indications[J]. International Journal of Tryptophan Research, 2009, 2: IJTR. S2129.
[3] Modoux M, Rolhion N, Mani S, et al. Tryptophan metabolism as a pharmacological target[J]. Trends in pharmacological sciences, 2021, 42(1): 60-73.
[4] Bosi A, Banfi D, Bistoletti M, et al. Tryptophan metabolites along the microbiota-gut-brain axis: an interkingdom communication system influencing the gut in health and disease[J]. International Journal of Tryptophan Research, 2020.
[5]Esteban S, Nicolaus C, Garmundi A, et al. Effect of orally administered L-tryptophan on serotonin, melatonin, and the innate immune response in the rat[J]. Molecular and cellular biochemistry, 2004, 267: 39-46.

L-色氨酸-d5(L-Tryptophan-d5)是L-色氨酸的氘代化合物,用作GC或LC-MS定量中的标准品[1]。L-色氨酸是一种必需氨基酸,是血清素、褪黑素和维生素 B3的前体[2]。L-色氨酸作为色氨酸羟化酶(TPH)、吲哚胺-2,3-双加氧酶(IDO)和色氨酸-2,3-双加氧酶(TDO)的底物,用于生物合成血清素(5-HT)和犬尿氨酸[3]。L-色氨酸也被表达色氨酸酶的肠道细菌代谢为吲哚、丙酮酸和氨[4]

在体内,L-色氨酸(300mg/kg)通过口服给药处理Wistar大鼠,在白天(8:00)给药可增加大鼠间脑5-HT、5-羟基-L-色氨酸(5-HTP)和 5-羟基吲哚-3-乙酸(5-HIAA) 水平。在夜间(20:00)给药,5-HT下降,但5-HT/5-HIAA 比率保持不变,褪黑激素水平和腹膜巨噬细胞的先天免疫反应显著增加[5]

化学性质

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
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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
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