Tetroses. naturally occurring

The simple sugars or monosaccharides are polyhydroxy aldehydes or ketones, and belong to Solubility Group II. They are termed tetroses, pentoses, hexoses. etc. according to the number of carbon atoms in the long chain constituting the molecule, and aldoses or ketoses if they are aldehydes or ketones. Most of the monosaccharides that occur in nature are pentoses and hexoses. 

What happens if both end groups of a polyol chain are highly polar This does not occur often in natural hexose derivatives, but tartrates are important examples in the tetrose series. Ever since Pasteur separated tartrate enantiomers by crystallization, this compound has remained the heart of organic stereochemistry. Here we just point to the recent event of stereoselective and catalytic epox-idation procedures steered by tartrates and discussed in Section 4.3 in context with carbohydrate syntheses. In the crystal structures of D-tartaric acid one finds relatively weak hydrogen bond chains between hydroxyl and carboxyl groups... 

Many of the simple trioses, tetroses, and pentoses do not occur naturally in the free state but are commonly found as phosphate-ester derivatives. The phospho-esters are important intermediates in the breakdown and synthesis of carbohydrates by living organisms. D-Glucose is converted into D-fructose-l,6-bisphos-phate that is then cleaved in half to give D-glyceraldehyde-3-phosphate and dihydroxy acetone phosphate (see Chapter 11). D-Erythrose is found as the 4-phosphate in the pentose-phosphate pathway of carbohydrate degradation and in the photosynthetic process. D-Ribose-5-phosphate, D-ribulose-5-phosphate, D-xy-lose-5-phosphate, and D-xylulose-5-phosphate are found in the pentose phosphate pathway as well as in the photosynthetic pathway (see Chapter 10). D-Ribulose-1,5-bisphosphate is the direct intermediate to which CO2 is added in the photosynthetic pathway. D-Ribose-5-phosphate also is the precursor of RNA (ribonucleic acid) and DNA (deoxyribonucleic acid). See Fig. 1.7 for the structures of these common sugar phosphates. 

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