First total synthesis of a GPI-anchored peptide

J Xue, N Shao, Z Guo - The Journal of Organic Chemistry, 2003 - ACS Publications
A GPI-anchored dipeptide of sperm CD52 antigen was prepared through a convergent
synthesis. First, the dipeptide with its C-terminus free and the GPI with its nonreducing end …

[引用][C] Chemical Synthesis of a Skeleton Structure of Sperm CD52—A GPI‐Anchored Glycopeptide

N Shao, J Xue, Z Guo - Angewandte Chemie International …, 2004 - Wiley Online Library
Glycosylphosphatidylinositol (GPI)-anchored glycopeptides or glycoproteins are
ubiquitously present on eukaryotic cells.[1] For example, CD52 antigen, which is expressed …

Convergent synthesis of an inner core GPI of sperm CD52

J Xue, Z Guo - Bioorganic & medicinal chemistry letters, 2002 - Elsevier
An inner core of the GPI anchor of sperm CD52 antigens was synthesized by a highly
convergent process using specially modified inositol, glucosamine and phospholipid as key …

Chemical synthesis of GPI glycan–peptide conjugates by traceless Staudinger ligation

S Zhu, Z Guo - Organic letters, 2017 - ACS Publications
A new strategy has been developed for GPI glycan–peptide conjugate synthesis based
upon a traceless Staudinger reaction between a peptide phosphinothioester and a GPI …

Convergent synthesis of a fully phosphorylated GPI anchor of the CD52 antigen

X Wu, Z Guo - Organic Letters, 2007 - ACS Publications
A fully phosphorylated GPI anchor (1) of the CD52 antigen was synthesized by a highly
convergent strategy. After a trimannose and a phospholipidated pseudodisaccharide were …

Cysteinylprolyl imide (CPI) peptide: a highly reactive and easily accessible crypto-thioester for chemical protein synthesis

M Yanase, K Nakatsu, CJ Cardos, Y Konda… - Chemical …, 2019 - pubs.rsc.org
Native chemical ligation (NCL) between the C-terminal peptide thioester and the N-terminal
cysteinyl-peptide revolutionized the field of chemical protein synthesis. The difficulty of direct …

A caged sperm‐activating peptide that has a photocleavable protecting group on the backbone amide

Y Tatsu, T Nishigaki, A Darszon, N Yumoto - FEBS letters, 2002 - Wiley Online Library
A backbone‐caged sperm‐activating peptide (caged speract) that has a 2‐nitrobenzyl group
at a backbone amide and a vastly reduced affinity for its receptor (IC50= 950 nM) was …

Facile synthesis of α, α-diisobutylglycine and anchoring its derivatives onto PAL-PEG-PS resin

Y Fu, MA Etienne, RP Hammer - The Journal of Organic …, 2003 - ACS Publications
α, α-Diisobutylglycine has been synthesized using a Pd-mediated dialkylation of ethyl
nitroacetate as a key first step. The free ααAA is Nα-protected and has been ap-plied to the …

Fmoc‐based solid‐phase synthesis of GPR54‐agonistic pentapeptide derivatives containing alkene‐and fluoroalkene‐dipeptide isosteres

K Tomita, T Narumi, A Niida, S Oishi… - Peptide Science …, 2007 - Wiley Online Library
Abstract Fmoc‐protected Phe‐Gly‐type (Z)‐alkene dipeptide isostere (ADI) and (E)‐
fluoroalkene dipeptide isostere (FADI) were synthesized and applied to Fmoc‐based solid …

Facile SPS of peptides having C‐terminal Asn and Gln*

G BREIPOHL, J KNOLLE… - International Journal of …, 1990 - Wiley Online Library
Attachment of Fmoc‐asparagine or glutamine to p‐alkoxybenzyl alcohol type resins has
always been difficult and not very effective. A very simple and effective method for the …