Absorption and fluorescence spectra of open-chain tetrapyrrole pigments–bilirubins, biliverdins, phycobilins, and synthetic analogues

M Taniguchi, JS Lindsey - Journal of Photochemistry and Photobiology C …, 2023 - Elsevier
Open-chain tetrapyrroles are ubiquitous and abundant in living organisms (algae, animals,
bacteria, and plants), including examples such as bilirubin, biliverdin, phycocyanobilin …

Beyond green with synthetic chlorophylls–Connecting structural features with spectral properties

M Taniguchi, DF Bocian, D Holten… - Journal of Photochemistry …, 2022 - Elsevier
The distinct features of chlorophylls in photosynthesis have led to the formation of numerous
derivatives for applications encompassing solar energy conversion, molecular photonics …

Synthesis of model southern rim structures of photosynthetic tetrapyrroles and phyllobilins

ATN Tran, Z Wu, DTM Chung, P Nalaoh… - New Journal of …, 2023 - pubs.rsc.org
The photosynthetic tetrapyrroles and their catabolic products (phyllobilins) share similar
structural features in the southern rim encompassing rings C–E with variation in the degree …

Riley oxidation of heterocyclic intermediates on paths to hydroporphyrins—a review

P Wang, JS Lindsey - Molecules, 2020 - mdpi.com
Riley oxidation of advanced heterocyclic intermediates (dihydrodipyrrins and
tetrahydrodipyrrins) is pivotal in routes to synthetic hydroporphyrins including chlorins …

Asymmetric Synthesis of a Bacteriochlorophyll Model Compound Containing trans-Dialkyl Substituents in Ring D

KC Nguyen, P Wang, RD Sommer… - The Journal of Organic …, 2020 - ACS Publications
Challenges to the de novo synthesis of bacteriochlorophyll a (BChl a), the chief pigment for
anoxygenic bacterial photosynthesis, include creating the macrocycle along with the trans …

Synthesis of a model phyllobilin bearing an optical marker

ATN Tran, P Wang, S Zhang, M Jovanovic… - New Journal of …, 2024 - pubs.rsc.org
Phyllobilins, derived from the breakdown of chlorophyll in plants, are acyclic tetrapyrroles
that bear the signature ring E of the parent macrocycle. Few synthetic studies have …

Study of conditions for streamlined assembly of a model bacteriochlorophyll from two dihydrodipyrrin halves

KC Nguyen, P Wang, JS Lindsey - New Journal of Chemistry, 2021 - pubs.rsc.org
A long-term goal is to gain synthetic access to native photosynthetic bacteriochlorophylls. A
recently developed route entails Knoevenagel condensation of an AD dihydrodipyrrin (I …

Indium complexes of chlorin e6 trimethyl ester and methylpyropheophorbide a: synthesis and photophysical characterization

E Rychikhina, SS Ivanova, YV Romanenko, OI Koifman… - Polyhedron, 2022 - Elsevier
Complexes of chlorin e 6 trimethyl ester (H 2 Chl-e 6,), methylpyropheophorbide a (H 2
MePyroPheo) with indium (III)(InChl-e 6, and InMePyroPheo) were obtained from the …

Four Routes to 3-(3-Methoxy-1, 3-dioxopropyl) pyrrole, a Core Motif of Rings C and E in Photosynthetic Tetrapyrroles

K Chau Nguyen, AT Nguyen Tran, P Wang, S Zhang… - Molecules, 2023 - mdpi.com
The photosynthetic tetrapyrroles share a common structural feature comprised of a β-
ketoester motif embedded in an exocyclic ring (ring E). As part of a total synthesis program …

[引用][C] Bacteriochlorin syntheses-Status, problems, and exploration

VP Tran, P Wang, N Matsumoto, S Liu… - Journal of Porphyrins …, 2023 - World Scientific
Bacteriochlorins–Nature's near-infrared (NIR) chromophores–are distinguished by an
intense (𝜀∼; 105 M− 1 cm− 1) long-wavelength absorption band in the∼; 700–1000 nm …