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Merck
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文件

H9772

Sigma-Aldrich

5-羟基L-色氨酸

≥98% (TLC), suitable for HPLC

别名:

L -2-氨基-3-（5-羟基吲哚基）丙酸, L--5-HTP

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About This Item

经验公式（希尔记法）:
C11H12N2O3
CAS号:
4350-09-8
分子量:
220.22
EC號碼:
224-411-1
MDL號碼:
MFCD00064341
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
24278131
NACRES:
NA.77

product name

5-羟基L-色氨酸, powder

化驗

≥98% (TLC)

形狀

powder

技術

HPLC: suitable

顏色

white to faint beige

儲存溫度

2-8°C

SMILES 字串

N[C@@H](Cc1c[nH]c2ccc(O)cc12)C(O)=O

InChI

1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1

InChI 密鑰

LDCYZAJDBXYCGN-VIFPVBQESA-N

基因資訊

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363)

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相关类别

一般說明

5-羟基-L-色氨酸(5-HTP)天然存在于加纳籽(Griffonia simplicifolia)中。

應用

5-羟基-L-色氨酸已用于：
  • 注射实验小鼠进行血清素检测
  • 作为5-羟色胺前体注入怀孕小鼠和新生大鼠，用于进行肺切片的中性红活体染色
  • 作为柠檬酸-乙酸缓冲液用标准品，用于高效液相色谱(HPLC)分析。

生化／生理作用

L-色氨酸的羟化反应在大脑的血清素合成过程中进行。该步骤调控血清素的生产，并生成5-羟基-l-色氨酸(5-HTP)代谢物。因此服用5-羟色氨酸(5-HTP)会提高血清素水平，导致抑郁、睡眠不足和剧烈头痛。
血清素的直接前体； L -芳香族氨基酸脱羧酶底物。

注意

感光

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險聲明

H301

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 1

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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M G Marrero et al.
Scientific reports, 10(1), 9712-9712 (2020-06-18)
Dairy calves are born with a naïve immune system, making the pre-weaning phase a critical window for immune development. In the U.S., 40-60% of dairy farms feed milk replacer to pre-weaned calves, which are devoid of bioactive factors with immunological
Enhanced synthesis of 5-hydroxy-l-tryptophan through tetrahydropterin regeneration
Hara R and Kino K
AMB Express, 3(1), 70-70 (2013)
Andrew N Bubak et al.
PloS one, 14(1), e0203980-e0203980 (2019-01-30)
Despite the conserved function of aggression across taxa in obtaining critical resources such as food and mates, serotonin's (5-HT) modulatory role on aggressive behavior appears to be largely inhibitory for vertebrates but stimulatory for invertebrates. However, critical gaps exist in
Erin J Golden et al.
eLife, 10 (2021-05-20)
Embryonic taste bud primordia are specified as taste placodes on the tongue surface and differentiate into the first taste receptor cells (TRCs) at birth. Throughout adult life, TRCs are continually regenerated from epithelial progenitors. Sonic hedgehog (SHH) signaling regulates TRC
Endocrine taste cells
Kokrashvili Z, et al.
The British Journal of Nutrition, 111(S1), S23-S29 (2014)
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血清素合成及代谢

血清素（5-羟色胺）主要存在于三种主要细胞类型中：i）中杻神经系统（CNS）和肠肌间神经丛中的血清素能神经元，ii）胃肠道粘膜中的肠嗜铬细胞，和iii）血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶（MAO）进行，它以两种分子亚型存在，分别称为MAO-A和MAO-B。

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