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Merck
CN

SML4209

BHB-Phe

≥98% (HPLC), powder, BHB secondary metabolite

Synonym(s):

N-[(3R)-3-Hydroxy-1-oxobutyl]-L-Phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C13H17NO4
CAS Number:
Molecular Weight:
251.28
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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SMILES string

C[C@@H](O)CC(N[C@@H](CC1=CC=CC=C1)C(O)=O)=O

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

General description

BHB-Phe is a β-Hydroxybutyrate (BHB) secondary metabolite present inhuman and mouse plasma. It is a ketosis-induciblestructural and functional congener of lactate-phenylalanine.

Application

BHB-Phe may be used for examining its effects onmetabolic pathways during states of ketosis and studying its interactions withthe carnosine dipeptidase 2 (CNDP2) enzyme.

Biochem/physiol Actions

BHB-Phe exhibits anti-obesity activities hence reducing food intake and body weight in diet-induced obese (DIO) mice. Apparently BHB-Pheactivates hypothalamic and brainstem neurons and suppresses feeding. BHB-Phe issynthesized in the body by catalytic condensation of BHB and Phenylalanine by carnosine dipeptidase 2 (CNDP2).

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Maria Dolores Moya-Garzon et al.
Cell, 188(1), 175-186 (2024-11-14)
β-Hydroxybutyrate (BHB) is an abundant ketone body. To date, all known pathways of BHB metabolism involve the interconversion of BHB and primary energy intermediates. Here, we identify a previously undescribed BHB secondary metabolic pathway via CNDP2-dependent enzymatic conjugation of BHB

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