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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640380Generated: October 26, 2026

2-Naphthylalanine → L-Tyrosine

https://huagongshe.com/reaction/1640380

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphthylalanineHCID 185915—
Reactant(4S)-4-[[4-[(2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-hydroxy-5-oxopentanoateHCID 136400727—
ProductL-TyrosineHCID 6057—

Reaction Steps

An L-3-(2-naphthyl)-alanine mutant of mouse dihydrofolate reductase (DHFR) was generated and characterized to confirm the ability of the mtRNACUATyr/SS12-TyrRS pair to site-specifically incorporate L-3-(2-naphthyl)-alanine in response to an amber stop codon. The Tyr163 codon of the mouse DHFR gene was mutated to TAG, and a His6 tag was added to the COOH-terminus of DHFR to facilitate protein purification using Ni2+ affinity chromatography. As a positive control, wild-type M. jannaschii TyrRS was coexpressed with the mtRNACUATyr resulting in efficient suppression of the TAG codon with tyrosine (FIG. 4). When SS12-TyrRS was coexpressed with the mu tRNACUATyr in the presence of 1 mM L-3-(2-naphthyl)-alanine, full-length mouse DHFR was also generated (with yield of 2.2 mg/L in liquid GMML minimal medium). In the absence of either L-3-(2-naphthyl)-alanine, mtRNACUATyr, or SS12-TyrRS, no full length DHFR was produced. A penta-His antibody was used to detect the His6 tag at the COOH-terminus of DHFR in a Western blot. No DHFR could be detected in the absence of each of the above three components.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114648B2
Source datasetuspto-grants-2012_02
ORD IDord-a9b3a9bcfe9e4ae784446fd20f683a66
Source noteuspto-grants-2012_02