Synthesis of Stereo-Specifically β-Deuterated L-Tyrosines

Nieuwenhuis, S. A. M.; Mul, C.; Belle, N. J. van; Lugtenburg, J.; Raap, J.

doi:10.1007/978-94-009-0173-5_303

Search citation statements

Order By: Relevance

Paper Sections

Select...

Synthesis Of 22 Amino Acids1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

1998

2013

Publication Types

Select...

Article2

Relationship

Self Cite1

Independent1

Authors

Journals

Cited by 2 publications

(2 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Synthesis of the enantioselective β-methylene deuterated tyrosines was carried out as described . The structure of both synthesized tyrosines are shown in Figure .…”

mentioning

confidence: 99%

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

et al. 1998

Self Cite

View full text Add to dashboard Cite

“…Synthesis of the enantioselective β-methylene deuterated tyrosines was carried out as described . The structure of both synthesized tyrosines are shown in Figure .…”

mentioning

confidence: 99%

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

et al. 1998

Self Cite

View full text Add to dashboard Cite

“…Esterification of 2-bromoacetic acid with tert -butanol afforded tert -butyl 2-bromoacetate ( 12 ) [47]. Treatment of ester 12 with NH 3 yielded the tert -butyl ester of glycine ( 6 ) [51]. Transimination of tert -butyl ester of glycine ( 6 ) with benzophenoneimine afforded N -(diphenylmethylene)glycine tert -butyl ester XIV .…”

Section: Synthesis Of 22 Amino Acidsmentioning

confidence: 99%

Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids

Dawadi

Lugtenburg

2013

Molecules

View full text Add to dashboard Cite

Proteins and peptides play a preeminent role in the processes of living cells. The only way to study structure-function relationships of a protein at the atomic level without any perturbation is by using non-invasive isotope sensitive techniques with site-directed stable isotope incorporation at a predetermined amino acid residue in the protein chain. The method can be extended to study the protein chain tagged with stable isotope enriched amino acid residues at any position or combinations of positions in the system. In order to access these studies synthetic methods to prepare any possible isotopologue and isotopomer of the 22 genetically encoded amino acids have to be available. In this paper the synthetic schemes and the stable isotope enriched building blocks that are available via commercially available stable isotope enriched starting materials are described.

show abstract

Synthesis of Stereo-Specifically β-Deuterated L-Tyrosines

Cited by 2 publications

References 7 publications

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids

Contact Info

Product

Resources

About

Synthesis of Stereo-Specifically β-Deuterated L-Tyrosines

Cited by 2 publications

References 7 publications

Structure of the YD Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

Structure of the YD Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

Access to Any Site Directed Stable Isotope (2H, 13C, 15N, 17O and 18O) in Genetically Encoded Amino Acids

Contact Info

Product

Resources

About

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group

Structure of the Y_D Tyrosine Radical in Photosystem II. Determination of the Orientation of the Phenoxyl Ring by Enantioselective Deuteration of the Methylene Group