65148-67-6

Upstream product

• 57471-68-8 2-benzyloxycarbonylamino-pentanedioic acid diethyl ester 
• 1118-89-4 diethyl-L-glutamate hydrochloride 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 16450-41-2 L-glutamic acid diethyl ester 
• 148981-06-0 benzyloxycarbonyl-L-glutamic acid disuccinimide 
• 129601-68-9 N-(N-benzyloxycarbonyl-α-L-glutamyl)-L-glutamic acid diethyl ester 

Downstream Products

• 219959-99-6 (S)-2-[(S)-2-{(S)-2-Benzyloxycarbonylamino-4-[(S)-1,3-bis-((S)-1,3-bis-ethoxycarbonyl-propylcarbamoyl)-propylcarbamoyl]-butyrylamino}-4-((S)-1,3-bis-ethoxycarbonyl-propylcarbamoyl)-butyrylamino]-pentanedioic acid diethyl ester 

Relevant academic research and scientific papers

Porphyrin and tetrabenzoporphyrin dendrimers: Tunable membrane-impermeable fluorescent pH nanosensors

The pH dependencies of the UV - vis and fluorescent spectra of new water-soluble dendritic porphyrins and tetrabenzoporphyrins were studied. Because of extended π-conjugation and nonplanar distortion, the absorption and the emission bands of tetraaryltetrabenzoporphyrins (Ar4TBP) are red-shifted and do not overlap with those of regular tetraarylporphyrins (Ar4P). When encapsulated inside dendrimers with hydrophilic outer layers, Ar4Ps and Ar4TBPs become water soluble and can serve as pH indicators, with pK's adjustable by the peripheral charges on the dendrimers. Two new dendritic porphyrins, Gen 4 polyglutamic porphyrin dendrimer H2P-Glu4OH (1) with 64 peripheral carboxylates and Gen 1 poly(ester amide) Newkome-type tetrabenzoporphyrin dendrimer H2TBP-Nw1OH (2) with 36 peripheral carboxylates, were synthesized and characterized. The pK's of the encapsulated porphyrins (pKH2P-Glu4OH = 6.2 and pKH2TBP-Nw1OH = 6.3) were found to be strongly influenced by the dendrimers, revealing significant electrostatic shielding of the cores by the peripheral charges. The titration curves obtained by differential excitation using the mixtures of the dendrimers were shown to be identical to those determined for the dendrimers individually. Due to their peripheral carboxylates and nanometric molecular size, porphyrin dendrimers cannot penetrate through phospholipid membranes. Dendrimer 1 was captured inside phospholipid liposomes, which were suspended in a solution containing dendrimer 2. No response from 1 was detected upon pH changes in the bulk solution, while the response from 2 was predictably strong. When proton channels were created in the liposome walls, both compounds responded equally to the bulk pH changes. These results suggest that porphyrin dendrimers can be used as fluorescent pH indicators for proton gradient measurements.

Dendrimers with tetrabenzoporphyrin cores: Near infrared phosphors for in vivo oxygen imaging

Pd complexes of tetrabenzoporphyrins (PdTBPs) are strong near infra-red phosphors, suitable for tissue oxygen imaging by phosphorescence quenching. For in vivo use, PdTBP phosphors have to be water-soluble and protected from interactions with biomacromolecules in the blood. An approach to the construction of biologically compatible PdTBP-phosphors based on dendritic encapsulation is proposed. A series of polyglutamic PdTBP-dendrimers was synthesized and their optical and quenching properties were studied. While retaining the excellent optical characteristics (λmaxQ=630 nm, φphos=12%) of basic PdTBPs and in addition being highly water soluble, PdTBP-dendrimers still exhibit excessively high oxygen quenching constants (2000-3000 mmHg-1s-1) and form complexes with lipophilic proteins, such as serum albumin. Modification of the dendrimer periphery with polyethyleneglycol chains somewhat reduces the quenching constants but does not prevent binding of the phosphors to albumin.

Proteo-dendrimers designed for complementary recognition of cytochrome c: Dendrimer architecture toward nanoscale protein complexation

"Proteo-dendrimers" in which polyanionic hepta(glutamic acids), fluorescent zinc porphyrinate cores, hydrophilic polyether surfaces, and nonpeptide hydrophobic dendrons are combined, were developed as a new series of synthetic receptors for protein recogn

The synthesis of immobilised chiral dendrimers

A one pot synthetic approach to amino acid based chiral dendrimers was shown to give good yields for dendrimers with peptide linkages. Using this synthetic strategy, modification of the peripheral functionality is possible, as is the substitution of other

The Synthesis of Chiral Dendrimeric Molecules Based on Amino Acid Repeat Units

The use of simple natural products for the synthesis of chiral dendrimeric molecules is discussed. The synthesis of dendrimeric poly-L-aspartic acid, poly-L-glutamic acid and poly-L-lysine is reported.