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D-4-Hydroxyphenylglycine

Cat. No. M39728
D-4-Hydroxyphenylglycine Structure
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Quality Control & Documentation
Biological Activity

D-4-Hydroxyphenylglycine (D-(-)-4-Hydroxyphenylglycine) is one of the most important raw materials used in the production of semisynthetic β-lactam antibiotics, such as Amoxicillin and Cefadroxil.

Chemical Information
Molecular Weight 167.16
Formula C8H9NO3
CAS Number 22818-40-2
Form Solid
Solubility (25°C) DMSO 1 mg/mL (ultrasonic and warming and heat to 60°C)
Storage Powder          -20°C   3 years ;  4°C   2 years
In solvent       -80°C   6 months ;  -20°C   1 month
Conversion of different model animals based on BSA (PMID: 27057123)
Species Mouse Rat Rabbit Guinea pig Hamster Dog
Weight (kg) 0.02 0.15 1.8 0.4 0.08 10
Body Surface Area (m2) 0.007 0.025 0.15 0.05 0.02 0.5
Km factor 3 6 12 8 5 20
Animal A (mg/kg) = Animal B (mg/kg) multiplied by  Animal B Km
Animal A Km

For example, to modify the dose of Compound A used for a mouse (20 mg/kg) to a dose based on the BSA for a rat, multiply 20 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for Compound A of 10 mg/kg.

References

[1] Izabel Luzia Miranda et al. Chirality. Stereoselective synthesis of (-)-cytoxazone and its unnatural congener (+)-5-epi-cytoxazone

[2] Kajan Srirangan et al. Biotechnol Adv. Biotechnological advances on penicillin G acylase: pharmaceutical implications, unique expression mechanism and production strategies

[3] Kanidtha Jariyachawalid et al. Microb Cell Fact. Effective enhancement of Pseudomonas stutzeri D-phenylglycine aminotransferase functional expression in Pichia pastoris by co-expressing Escherichia coli GroEL-GroES

[4] H Yu et al. Folia Microbiol (Praha). Efficient biocatalytic production of D-4-hydroxyphenylglycine by whole cells of recombinant Ralstonia pickettii

[5] S Wiyakrutta et al. J Biotechnol. A stereo-inverting D-phenylglycine aminotransferase from Pseudomonas stutzeri ST-201: purification, characterization and application for D-phenylglycine synthesis

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