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Literature DB >> 15889167

Prebiotic carbohydrate synthesis: zinc-proline catalyzes direct aqueous aldol reactions of alpha-hydroxy aldehydes and ketones.

Jacob Kofoed¹, Jean-Louis Reymond, Tamis Darbre.

Abstract

Zn-proline catalyzed aldolisation of glycoladehyde gave mainly tetroses whereas in the cross-aldolisation of glycoladehyde and rac-glyceraldehyde, pentoses accounted for 60% of the sugars formed with 20% of ribose.

Entities: Chemical

Mesh：

Substances：

Year: 2005 PMID： 15889167 DOI： 10.1039/b501512j

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

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Cited

13 in total

Review 1. Ribonucleotides.

Authors: John D Sutherland
Journal: Cold Spring Harb Perspect Biol Date: 2010-03-10 Impact factor: 10.005

Review 2. On the Origin of Sugar Handedness: Facts, Hypotheses and Missing Links-A Review.

Authors: R Fernando Martínez; Louis A Cuccia; Cristóbal Viedma; Pedro Cintas
Journal: Orig Life Evol Biosph Date: 2022-07-07 Impact factor: 1.120

3. Synthesis of activated pyrimidine ribonucleotides in prebiotically plausible conditions.

Authors: Matthew W Powner; Béatrice Gerland; John D Sutherland
Journal: Nature Date: 2009-05-14 Impact factor: 49.962

4. Chemoselective multicomponent one-pot assembly of purine precursors in water.

Authors: Matthew W Powner; John D Sutherland; Jack W Szostak
Journal: J Am Chem Soc Date: 2010-11-02 Impact factor: 15.419

5. On the origin of life in the zinc world: 1. Photosynthesizing, porous edifices built of hydrothermally precipitated zinc sulfide as cradles of life on Earth.

Authors: Armen Y Mulkidjanian
Journal: Biol Direct Date: 2009-08-24 Impact factor: 4.540

6. Exploratory experiments on the chemistry of the "glyoxylate scenario": formation of ketosugars from dihydroxyfumarate.

Authors: Vasudeva Naidu Sagi; Venkateshwarlu Punna; Fang Hu; Geeta Meher; Ramanarayanan Krishnamurthy
Journal: J Am Chem Soc Date: 2012-02-10 Impact factor: 15.419

Prebiotic carbohydrate synthesis: zinc-proline catalyzes direct aqueous aldol reactions of alpha-hydroxy aldehydes and ketones.

Review 1. Ribonucleotides.

Review 2. On the Origin of Sugar Handedness: Facts, Hypotheses and Missing Links-A Review.

3. Synthesis of activated pyrimidine ribonucleotides in prebiotically plausible conditions.

4. Chemoselective multicomponent one-pot assembly of purine precursors in water.

5. On the origin of life in the zinc world: 1. Photosynthesizing, porous edifices built of hydrothermally precipitated zinc sulfide as cradles of life on Earth.

6. Exploratory experiments on the chemistry of the "glyoxylate scenario": formation of ketosugars from dihydroxyfumarate.

7. Wet-dry cycles enable the parallel origin of canonical and non-canonical nucleosides by continuous synthesis.

8. Unusually high α-proton acidity of prolyl residues in cyclic peptides.

9. Conversion of biosynthetic precursors of RNA to those of DNA by photoredox chemistry.

Review 10. Bis[(l)prolinate-N,O]Zn: A water-soluble and recycle catalyst for various organic transformations.