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Oxfenicine

Cat No.:V11207 Purity: ≥98%
Oxfenicine (Lp-Hydroxyphenylglycine) is an orally bioactive inhibitor of carnitine palmitoyltransferase-1.
Oxfenicine
Oxfenicine Chemical Structure CAS No.: 32462-30-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Oxfenicine (Lp-Hydroxyphenylglycine) is an orally bioactive inhibitor of carnitine palmitoyltransferase-1. Oxfenicine inhibits the oxidation of fatty acids in the heart. Oxfenicine protects the heart from damage to necrotic tissue during ischemia.
Oxfenicine (CAS 32462-30-9), also known as 4-Hydroxy-L-phenylglycine, is a derivative of L-phenylglycine primarily utilized in biomedical research as an inhibitor of carnitine palmitoyltransferase I (CPT-I), a critical enzyme for mitochondrial fatty acid uptake. It protects the heart from necrotic tissue damage during ischaemia. It is also a prodrug form of 4-hydroxyphenylglyoxylic acid.
Biological Activity I Assay Protocols (From Reference)
Targets
Oxfenicine targets carnitine palmitoyltransferase I (CPT-I), the rate-limiting enzyme in mitochondrial fatty acid oxidation. By inhibiting CPT-I, it blocks the transport of long-chain fatty acids into the mitochondria, thereby shifting energy metabolism from fatty acids to glucose. This metabolic switch is cardioprotective during ischaemia.
ln Vitro
In vitro, oxfenicine acts as a CPT-I inhibitor. Its activity is assessed using enzyme assays with purified CPT-I or mitochondrial preparations, measuring the inhibition of palmitoyl-CoA oxidation. It protects heart cells from necrotic tissue damage during ischaemia. It improves whole-body glucose tolerance and insulin sensitivity in high-fat diet-induced obese mice.
ln Vivo
In vivo, oxfenicine protects the heart from necrotic tissue damage during ischaemia. It improves whole-body glucose tolerance and insulin sensitivity in high-fat diet-induced obese mice with insulin resistance. By inhibiting CPT-I and shifting metabolism towards glucose oxidation, it provides cardioprotection and metabolic benefits.
Enzyme Assay
The in vitro enzyme assay for oxfenicine measures its ability to inhibit carnitine palmitoyltransferase I (CPT-I) activity. These cell-free assays use mitochondrial preparations or purified CPT-I and measure the oxidation of palmitoyl-CoA. The compound's inhibitory potency (IC50) is determined by measuring the reduction in enzyme activity.
Cell Assay
In vitro cellular assays for oxfenicine assess its effects on fatty acid oxidation and glucose metabolism. Cells are treated with oxfenicine, and the rates of fatty acid oxidation and glucose oxidation are measured. Its cardioprotective effects can be assessed in cardiomyocyte cultures exposed to ischaemic conditions.
Animal Protocol
In vivo animal studies for oxfenicine have been conducted in mouse models of ischaemia and insulin resistance. It protects the heart from necrotic tissue damage during ischaemia and improves whole-body glucose tolerance and insulin sensitivity in high-fat diet-induced obese mice.
ADME/Pharmacokinetics
Specific pharmacokinetic data for oxfenicine are not extensively detailed in the available literature. As a small molecule, its pharmacokinetic properties would be important for its in vivo efficacy. It is a prodrug that is transaminated to 4-hydroxyphenylglyoxylic acid. It is intended for research use only.
Toxicity/Toxicokinetics
Specific toxicity data for oxfenicine are not extensively detailed in the available literature. As a CPT-I inhibitor, its toxicity profile is likely related to its mechanism of action. However, its cardioprotective effects and metabolic benefits suggest a manageable safety profile. It is intended for research purposes only.
Additional Infomation
L-4-hydroxyphenylglycine is the L-enantiomer of 4-hydroxyphenylglycine and also the enantiomer of D-4-hydroxyphenylglycine. Olfenidine is a non-esterified fatty acid (NEFA) myocardial metabolism inhibitor. Olfenidine has been reported in Daphnia pulex, with relevant data. Olfenidine is a carnitine palmitoyltransferase I (CPT-1) inhibitor involved in cardiac fatty acid metabolism. Animal studies have shown that oopenidine has a cardioprotective effect during ischemia. See also: N-(4-hydroxyphenyl)glycine (note moved here).
Oxfenicine (CAS 32462-30-9) is a CPT-I inhibitor and a derivative of L-phenylglycine. It protects the heart from necrotic tissue damage during ischaemia and improves glucose tolerance and insulin sensitivity. It has a molecular formula of C8H9NO3 and a molecular weight of 167.16. It is a research compound and is not approved for clinical use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H9NO3
Molecular Weight
167.16196
Exact Mass
167.058
CAS #
32462-30-9
PubChem CID
36143
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
365.8±32.0 °C at 760 mmHg
Melting Point
240ºC (dec.)
Flash Point
175.0±25.1 °C
Vapour Pressure
0.0±0.9 mmHg at 25°C
Index of Refraction
1.633
LogP
0.2
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
164
Defined Atom Stereocenter Count
1
SMILES
C1=C(C=CC(=C1)O)[C@@H](C(=O)O)N
InChi Key
LJCWONGJFPCTTL-ZETCQYMHSA-N
InChi Code
InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
Chemical Name
(2S)-2-amino-2-(4-hydroxyphenyl)acetic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~4.55 mg/mL (~27.22 mM)
DMSO : ~1 mg/mL (~5.98 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2 mg/mL (11.96 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.9823 mL 29.9115 mL 59.8229 mL
5 mM 1.1965 mL 5.9823 mL 11.9646 mL
10 mM 0.5982 mL 2.9911 mL 5.9823 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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