the two bioinorganic projects of research methodology fall 2012 ligand synthesis complex synthesis...
TRANSCRIPT
The Two Bioinorganic Projects of Research Methodology Fall 2012
Ligand Synthesis
Complex Synthesis
Biochemical Studies
Tetraphenyl porphyrinPteridinyl
phenanthroline
DPPZ L-allox L-amino L-keto L-UN
Types of Pteridinyl Phenanthroline Ligands (and other)
Pteridinyl phenanthroline synthesis
in NaOH pH ~11
MeOH
20 h or so
Ligand Synthesis
(by Alexandra)
General Description of Ligand Synthesis
Group and Ligand Assignments for Synthesis and Characterization Group # Students ligand
complexGroup 1 — Linda Cho, Katie Guye DPPZ
[Ru(bpy)2(DPPZ)](PF6)2
Group 2 — Rachael Kahlin,Julia Heer L-allox[Ru(bpy)2(L-allox)](PF6)2
Group 3 — Julie Han,Bingqing Li L-amino[Ru(bpy)2(L-amino)](PF6)2
Group 4 — Alicia Makepeace,Misha Sims L-keto[Ru(bpy)2(L-keto)](PF6) Group 5 — Terry Huh,Maria Nam L-keto
[Ru(bpy)2(L-keto)](PF6)2
Group 6 — Anna Kalinsky,Janielle Vidal L-keto (to make L-aap)[Ru(bpy)2(L-aap)](PF6)2 Group 7— Chloe Baumann,Sara Kim L-UN (to make L-alap)[Ru(bpy)2(L-alap)](PF6)2 ‘Group’ 8 — Alexandra Kirsch L-tallox (thioalloxazine) [Ru(bpy)2(L-tallox)](PF6)2
DPPZ L-allox L-amino L-keto
L-aap L-alap
L-UN
w/ Ru w/ Ru
Group and Ligand Assignments for Synthesis and Characterization Group # Students ligand
complexGroup 1 — Linda Cho, Katie Guye DPPZ
[Ru(bpy)2(DPPZ)](PF6)2
Group 2 — Rachael Kahlin,Julia Heer L-allox[Ru(bpy)2(L-allox)](PF6)2
Group 3 — Julie Han,Bingqing Li L-amino[Ru(bpy)2(L-amino)](PF6)2
Group 4 — Alicia Makepeace,Misha Sims L-keto[Ru(bpy)2(L-keto)](PF6) Group 5 — Terry Huh,Maria Nam L-keto
[Ru(bpy)2(L-keto)](PF6)2
Group 6 — Anna Kalinsky,Janielle Vidal L-keto (to make L-aap)[Ru(bpy)2(L-aap)](PF6)2 Group 7— Chloe Baumann,Sara Kim L-UN (to make L-alap)[Ru(bpy)2(L-alap)](PF6)2 ‘Group’ 8 — Alexandra Kirsch L-tallox (thioalloxazine) [Ru(bpy)2(L-tallox)](PF6)2
DPPZ L-allox L-amino L-keto L-UN
Phenylenediamine
5,6 –diamino2,4 dihydroxy pyrimidine
4,5,6 –triamino pyrimidine
5,6 –diamino4-hydroxy pyrimidine
5,6 –diamino pyrimidine
True or false?
Blood is red because of the iron in hemoglobin.
“Red blood cells”A close-up of red bloodcells within a capillary.
Over 99 percentof the blood vessels in the
body are capillaries,even though they only hold 5 percent of the body’s blood.
Falsepor·phy·rin
Function: nounEtymology: from Greek porphyra purple
-any of various compounds with a macrocyclic structure that consists essentially of four pyrrole rings joined by four =CH- groups; especially : one (as chlorophyll or hemoglobin) containing a central metal atom and usually exhibiting biological activity
Protoporphyrin IX
Glycine +Succinyl CoA
the pyrrole ring is formed
Nature’s synthesis of Porphyrin
The Adler synthesis of simple, symmetrically substituted porphyrins:
Meso position
R = phenyl (TPP) toluyl (TTP) p-chlorophenyl (TClPP)
Ligand Synthesis: Condensations are a Theme
Schiff-Base Ligands
(Thanks, Eesha….)
