Saturday, July 18, 2009

Going Right-handed

Why we are made of only right-handed sugars? That’s long been one of the biggest puzzles in understanding how life began, and this origin of homochirality in sugars and amino acids have been intrigued researchers for decades. So for, convincing theory and experiment on the origin of homochirality are still lacking.

Armando Co´rdova and coworkers at Stockholm University, Sweden.
used amino acid as catalyst for the formation of hexoses sugars with >99 ee.
Hexose’s have been suggested as building blocks of ancient RNA. It may be an example of the theoretical basis for the evolution of homochirality of sugars(right handed configuration) in the prebiotic world.



Andrew Pohorille and Chenyu Wei at NASA Ames Research Center
found that (JACS,2009) ribose permeates membranes an order of magnitude faster than its diastereomers. On this basis it was hypothesized that differences in membrane permeability to aldopentoses provide a basis for preferential delivery of ribose to primitive cells for subsequent selective incorporation into nucleotides and their polymers.



D ribose (right handed sugar) polynucleotide tend to form right handed helices, What is the neutral macroscopic cause that gave rise to preference of both right handed helical nucleic acids and proteins on earth?


Y J He et al suggested that a net natural chiral right-handed helical force field, produced by the Earth’s orbital chirality (EOC) could affect the stability of molecule helical enantiomers and make the right-handed helical enantiomers more stable than their left- handed enantiomers. So, terrestrial living systems must select both right-handed nucleic acids based on D-sugars and right-handed proteins based on L-amino acids.







This homochirality can be observed on the macroscopic scale, for example, in the helical chirality of snail shells (preferred right-handed) and the helical winding of some kind of plants.




May be full understanding of life and its evolution will never be possible.
But this will not certainly stop scientist to seek the secret of the origin of life.
Whitesides recently expressed the current state of understanding of origin of life in frank words
Most chemists believe, as do I, that life emerged spontaneously from mixtures of molecules in the prebiotic Earth.How? I have no idea. Perhaps it was by the spontaneous emergence of “simple” autocatalytic cycles and then by their combination. On the basis of all the chemistry that I know, it seems to me astonishingly improbable
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4 comments:

Rajesh said...

Hey Shaji!
Great article on right handednes. Is it comparable to humans also. You see a lot of left handed humans & they do pretty well in life. any explanations? there is no difference in the sight of left or right eye also you don't hear differently from the left ear. You walk equal steps with your left leg compared to your right. If you go deeper your heart is always on the left. The most important building blocks of life, naturally occuring amino acids are identified by the rotation of light which is to the left. Infact some times the D-isomers are toxic. On a lighter note the leftist are the only people ruling West Bengal for a long time.
Any justifications?

Shaji Varghese said...

Dear Rajesh,
Researchers trying to find the answer for the Origin of life and the homochirality in nature? which is a real Puzzle. As you know usually scientists ask questions to the nature, which may not give the answer directly but Leads to great invention e.g. alchemist, chemistry and the gold.

Yes you are true
US had seven left-handed Presidents so far.
James Garfield, 1881
Herbert Hoover, 1929 – 1933
Harry Truman, 1945 – 1953
Gerald Ford, 1974 – 1977
Ronald Reagan, 1981 – 1989
George Bush, 1989 – 1993
Bill Clinton, 1993 – 2001
and now
Barack Obama, 2009 – 2017?

Why we were made of left handed amino acids? again a greatest puzzle. you may find a crude answer from my old post
http://syntheticorganic.blogspot.com/2008/03/why-we-are-made-of-only-left-handed.html
Left handed amino acids may catalyze the formation of right-handed sugars. so now you have both left handed amino acids and right handed sugars which together make the helices.
regarding left in West Bengal..... sorry.......

Petr said...

thanx for great post. i kindly suggest you to link to DOI objects instead of www pages which path may change in time and the link is then lost. this is probabaly why link to Y J He's paper does not work any more.

Shaji Varghese said...

Y. J. HE et al,Medical Hypotheses (1998) 51, 125-128.