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A9075

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

Name: (2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid hydrochloride
Brand: SIGMA

别名:

(2S,3R)-AHPA

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关于此项目

经验公式（希尔记法）:

C₁₀H₁₃NO₃ · HCl

化学文摘社编号:

128223-55-2

分子量:

231.68

UNSPSC Code:

12352200

PubChem Substance ID:

24891224

MDL number:

MFCD00274394

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form

solid

storage temp.

−20°C

SMILES string

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 key

OPVMPYQFOLATCK-RJUBDTSPSA-N

Biochem/physiol Actions

(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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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Relationship between enhancement of morphine analgesia and inhibition of enkephalinase by 2S, 3R 3-amino-2-hydroxy-4-phenylbutanoic acid derivatives.

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

2S,3R 3-amino-2-hydroxy-4-phenylbutanoic acid derivatives, enkephalinase inhibitors, augment met5-enkephalin-induced antinociception.

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

Biological activity of the main metabolites of ubenimex in humans.

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

Bestatin analogue from Streptomyces neyagawaensis SL-387.

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

全球贸易项目编号

货号	GTIN
A9075-100MG	04061832415116
A9075-25MG	04061832415130
A9075-10MG	04061832415123

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