Efficient Reductive Selenation of Aromatic Aldehydes to Symmetrical Diselenides with Se/CO/H<sub>2</sub>O under Atmospheric Pressure.

Tian, Fang; Yu, Zhengkun; Lü, Shiwei

doi:10.1002/chin.200443183

Search citation statements

Order By: Relevance

Paper Sections

Select...

Building Blocks For Boc/bzl Chemistry1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2008

Publication Types

Select...

Article1

Relationship

Self Cite0

Independent1

Authors

Journals

Cited by 1 publication

(1 citation statement)

References 5 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Boc-Sec(MeBzl)-OH can also be obtained by synthetic routes analogous to those followed in the synthesis of the Fmoc building blocks (Scheme 9). One robust scaleable approach includes the synthesis of the 4-methylbenzyl-diselenide, using elemental selenium under bubbling CO [98], and the mild deprotection of the methyl ester using Me 3 SnOH [13,99].…”

Section: Building Blocks For Boc/bzl Chemistrymentioning

confidence: 99%

Selenopeptide chemistry

Muttenthaler¹,

Alewood²

2008

Journal of Peptide Science

145

149

View full text Add to dashboard Cite

This review focuses on the chemical aspects of the 21st proteinogenic amino acid, selenocysteine in peptides and proteins. It describes the physicochemical properties of selenium/sulfur and selenocysteine/cysteine based on comprehensive structural (X-ray, NMR, CD) and biological data, and illustrates why selenocysteine is considered the most conservative substitution of cysteine. The main focus lies on the synthetic methods on selenocysteine incorporation into peptides and proteins, including an overview of the selenocysteine building block syntheses for Boc- and Fmoc-SPPS. Selenocysteine-mediated reactions such as native chemical ligation and dehydroalanine formation are addressed towards peptide conjugation. Selenopeptides have very interesting and distinct properties which lead to a diverse range of applications such as structural, functional and mechanistic probes, robust scaffolds, enzymatic reaction design, peptide conjugations and folding tools.

show abstract

Section: Building Blocks For Boc/bzl Chemistrymentioning

confidence: 99%