CASNumber172611-77-7
LinearFormulaC₃₉H₄₂N₂O₈
MolecularWeight666.77 g/mol
Properties:
| RelatedCategories | AminoAcids&Derivatives,AsparticAcid,ChemicalBIOLOGy,ChemicalSynthesis,PeptideChemistry |
Description:
Backgroundinformation
Quasi-orthogonally-protectedAspderivative.
TheDmabgroupcanberemovedselectivelyinthepresenceoftBu-basedprotectinggroupsbytreatmentwith2%hydrazineinDMF[1],makingthisderivativeanextremelyusefultoolforthepreparationofcyclicpeptidesbyFmocSPPSorforlibrarysynthesis.
Occasionallysluggishcleavageoftheaminobenzylmoietyisobserved[2,3].Intheseinstances,washingthesupportwith20%DIPEAinDMF/water(9:1)[2]orHClindioxane[4]hasbeenfoundtobeefficacious.
Fortheon-resinsynthesisofside-chaintoside-chainlactambridgedpeptides,thecombinationofLys(ivDde)andAsp(ODmab)isparticularlyadvantageoussincebothside-chainscanbesimultaneouslyunmaskedinasinglestep.
Toavoidaspartimideformation,itisadvisabletoemployanHmb-orDmb-protectedderivativeforintroductionoftheprecedingresidue.
Forapplicationsofthisderivativeinthesynthesisofcyclicpeptides,seereferences[5-7].
Theproductnumberforthisproductwaspreviously04-12-1176.
Toobtainacertificateofanalysis(CoA)ofalotthatbeginswiththeletter"A",pleaseselecttheoptionintherighthandmenu"RequestaCOAforLot#sstartingwithA".
