Saidul Islam

Saidul Islam
  • University College London

About

20
Publications
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1,112
Citations
Current institution
University College London

Publications

Publications (20)
Article
A central problem for the prebiotic synthesis of biological amino acids and nucleotides is to avoid the concomitant synthesis of undesired or irrelevant by-products. Additionally, multistep pathways require mechanisms that enable the sequential addition of reactants and purification of intermediates that are consistent with reasonable geochemical s...
Article
Building chemical systems that can self-assemble, process information, orchestrate reaction pathways, and ultimately self-replicate will undoubtedly have a major impact on evolving technology. However, nature has had a four-billion-year head start in implementing controlled chemical evolution, and the lessons to be learned from its prior art merely...
Article
Full-text available
Amide bond formation is one of the most important reactions in both chemistry and biology1–4, but there is currently no chemical method of achieving α-peptide ligation in water that tolerates all of the 20 proteinogenic amino acids at the peptide ligation site. The universal genetic code establishes that the biological role of peptides predates lif...
Article
Full-text available
How the first metabolic network was organized to power a cell remains an enigma. Now, simple iron–sulfur peptides have been used to generate a pH-gradient across a protocell membrane by catalysing hydrogen peroxide reduction. This indicates that short peptides could have fulfilled the role of redox active metalloproteins in early life.
Article
Coenzyme A (CoA) is essential to all life on Earth, and its functional subunit, pantetheine, is important in many origin-of-life scenarios, but how pantetheine emerged on the early Earth remains a mystery. Earlier attempts to selectively synthesize pantetheine failed, leading to suggestions that “simpler” thiols must have preceded pantetheine at th...
Article
Full-text available
The prebiotic origin of catalyst-controlled peptide synthesis is fundamental to understanding the emergence of life. Building on our recent discovery that thiols catalyze the ligation of amino acids, amides, and peptides with amidonitriles in neutral water, we demonstrate the outcome of ligation depends on pH and that high pKa primary thiols are th...
Article
The emergence of protometabolic reactions that evolved into today’s metabolic pathways is unclear. Now, evidence suggests that the chemical origin of biological carbon metabolism may have relied on the versatility of a single primitive C1 feedstock molecule — hydrogen cyanide.
Preprint
Full-text available
Non-equilibrium conditions must have been crucial for the assembly of the first informational polymers of early life, but supporting their formation and continuous enrichment in a long-lasting environment. Here, we explore how gas bubbles in water subjected to a thermal gradient, a likely scenario within crustal mafic rocks on the early Earth, driv...
Article
Cysteine as peptide precursor and catalyst Among amino acids, cysteine is highly reactive as a nucleophile, metal ligand, and participant in redox and radical reactions. These properties make cysteine attractive as a component of prebiotic chemistry, but traditional Strecker synthesis of α-aminonitriles, which can serve as peptide precursors, canno...
Preprint
div>Peptides and the proteinogenic α-amino acids are essential to all life on Earth. Peptide biosynthesis is orchestrated by a complex suite of enzymes in extant biology, but this must have been predated by a simple chemical synthesis at the origins of life. α-Aminonitriles, the nitrile precursors of α-amino acids, are generally readily produced by...
Article
Full-text available
An Amendment to this paper has been published and can be accessed via a link at the top of the paper.
Article
Full-text available
Non-equilibrium conditions must have been crucial for the assembly of the first informational polymers of early life, by supporting their formation and continuous enrichment in a long-lasting environment. Here, we explore how gas bubbles in water subjected to a thermal gradient, a likely scenario within crustal mafic rocks on the early Earth, drive...
Article
The first example of a regioselective β-arylation of benzo[b]thiophenes and thiophenes at room temperature with aryl iodides as coupling partners is reported. This methodology stands out for its operational simplicity: no prefunc-tionalization of either starting material is required, the reaction is insensitive to air and moisture, and proceeds at...
Article
The use of silver cyclohexanoate as base is crucial for the success of the title arylation reaction.
Article
Get on top of your chemistry! An "on water", palladium-catalyzed, phosphine-free direct CH arylation of indoles, with iodoarenes at 25-30 °C, is disclosed (see scheme; TBDMS=N-tert-butyldimethylsilyl ether). The generality and mildness of the reaction conditions is a significant advance in direct indole arylation, as it permits the tolerance of a...
Article
The recent synthesis of pyrimidine ribonucleoside-2',3'-cyclic phosphates under prebiotically plausible conditions has strengthened the case for the involvement of ribonucleic acid (RNA) at an early stage in the origin of life. However, a prebiotic conversion of these weakly activated monomers, and their purine counterparts, to the 3',5'-linked RNA...
Article
Full-text available
In the context of prebiotic chemistry, one of the characteristics of mixed nitrogenous-oxygenous chemistry is its propensity to give rise to highly complex reaction mixtures. There is therefore an urgent need to develop improved spectroscopic techniques if onerous chromatographic separations are to be avoided. One potential avenue is the combinatio...
Article
[reaction: see text] A sulfur alpha-heteroatom-substituted carbonyl (HASC) linker has been utilized in a solid-phase approach to tetrahydroquinolones. The route illustrates the compatibility of the linker system with palladium-catalyzed transformations and its utility for library synthesis. The linker is cleaved by electron transfer from samarium(I...

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