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Merck

A9075

Sigma-Aldrich

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride

别名:

(2S,3R)-AHPA

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About This Item

经验公式(希尔记法):
C10H13NO3 · HCl
分子量:
231.68
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:

形狀

solid

儲存溫度

−20°C

SMILES 字串

Cl.N[C@H](Cc1ccccc1)[C@H](O)C(O)=O

InChI

1S/C10H13NO3.ClH/c11-8(9(12)10(13)14)6-7-4-2-1-3-5-7;/h1-5,8-9,12H,6,11H2,(H,13,14);1H/t8-,9+;/m1./s1

InChI 密鑰

OPVMPYQFOLATCK-RJUBDTSPSA-N

生化/生理作用

(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid (AHPA) derivatives are used as inhibitors of enkephalinase(s) to augment met5-enkephalin-induced anti-nociception. The derivative (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-valine (AHPA-Val) is used as a bestatin analogue.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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F Abe et al.
The Journal of antibiotics, 41(12), 1862-1867 (1988-12-01)
The biological activity of the two main metabolites of ubenimex in humans, (-)-N-[(2S,3R)-3-amino-2-hydroxy-4-(4'-hydroxy)phenylbutyryl]-L-leucine (OH-ubenimex) and (2S,3R)-3-amino-2-hydroxy-4-phenylbutyric acid [2S,3R)-AHPA) was examined. OH-Ubenimex was almost identical in inhibitory activity against mouse peritoneal resident macrophage aminopeptidases (APases) and the growth of IMC carcinoma
Y Matsuoka et al.
Japanese journal of pharmacology, 46(3), 205-210 (1988-03-01)
It has been accepted that the periaqueductal gray matter of the mid brain (PAG) and the reticular formation of the medulla oblongata in the brain stem have antinociceptive roles in the pain control pathways of mammals, and met5-enkephalin may act
M Hachisu et al.
Life sciences, 30(20), 1739-1746 (1982-05-17)
The effects of nineteen AHPA* derivatives were examined on morphine analgesia by tail-flick test in rats and on enkephalinase inhibition which was based on the formation of tyrosyl-glycyl-glycine from met-enkephalin. The correlation between the enhancement of morphine analgesia in vivo
M C Chung et al.
Bioscience, biotechnology, and biochemistry, 60(5), 898-900 (1996-05-01)
A bestatin analogue, (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-valine (AHPA-Val), from the culture filtrate of Streptomyces neyagawaensis SL-387 was obtained in a chemically defined medium containing DL-3-amino-3-phenylpropionic acid. AHPA-Val was 6 times (IC50 = 1.2 micrograms/ml) as strong as bestatin (IC50 = 7.0 micrograms/ml) against

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