Stereochemistry in biological molecules is often denoted by the D- and L- convention, instead of the R- and S- configurationsdetermined by the Cahn-Ingold-Prelog methodology. Naturally occurring α-amino acids are typically in the L-configuration.The Fischer projection of L-alanine is shown.L-alanineH₂N-H3C-HOOCIdentify which structures are equivalent to the L-configuration.HCOOHHCH3NH₂-COOHNH₂CH3-HCH3COOHH-NH₂H₂N-HCH3COOHNH₂HCH3-COOH

D and L configurations of amino acids is dur to the presence of chiral carbon atom which exhibits…

Answered: Identify which structures are…

Biochemistry

9th Edition

ISBN:9781319114671

Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.

Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.

Chapter1: Biochemistry: An Evolving Science

Section: Chapter Questions

Problem 1P

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Stereochemistry in biological molecules is often denoted by the D- and L- convention, instead of the R- and S- configurations determined by the Cahn-Ingold-Prelog methodology. Naturally occurring a-amino acids are typically in the L-configuration. The Fischer projection of L-alanine is shown. L-alanine H₂N- COOH H- CH3 Identify which structures are equivalent to the L-configuration. CH3 H -NH₂ COOH H COOH NH₂ -CH3
Draw the two possible Haworth structures (both alpha and beta anomers) for the following monosaccharides and give their corresponding systematic names. [Show the stepwise process]
The oligopeptide isolated from the brain of an animal has the sequence glu-his-tri-ser-tyr-gly-leu-arg-pro-gly. Determine the total charge of the molecule at pH 3.0; 5.5; 11.0. In which pH range there is the isoelectric point of the peptide?
Draw the two possible Haworth structures (both alpha and beta anomers) for the following monosaccharides and give their corresponding systematic names. Show and explain the stepwise process
Consider Isoleucine, structures are provided for the 4 stereoisomers, complete the table by assessing the R/S Configuration and assign appropriate Amino Acid name, choices are: L-Isoleucine, L-Allo Isoleucine, D-Isoleucine, D-Allo Isoleucine (Pls, answer structure C and D)
Amino acid structure For any ionizable group, indicate the pka value and draw the structure that would be expected at the pH inside the cell (~7.4).
Given the following peptides below, what would be more soluble at the indicated pH? 1. (Gly)20 or (Glu)20 in pH 7.0 2. (Lys-Ala)3 or (Phe-Met)3 in pH 7.0 3. (Gly)20 or (Glu)20 in pH 6.0|| 4. (Ala-Ser-Gly)s or (Asn-Ser-His)s in pH 6.0 5. (Ala-Asp-Gly)8 or (Asn-Ser-His)8 in pH 3.0
Determine the net charge (to the nearest integer) on the following peptide at pH 5 AND pH 12. Estimate the isoelectric point (pl) for this peptide: H2N-Leu-Gly-Lys-Glu-COOH Assume the pK,s for functional groups are: alpha-amino 6. alpha-carboxy sidechain-amino (Lys) 10.5 sidechain-carboxy (Glu) 4.2 O Net charge at pH 5 and 12 is 0 and -2, respectively, pl =6.6 O Net charge at pH 5 and 12 is 0 and -2, respectively, pl =3.1 O Net charge at plH 5 and 12 is +2 and -1, respectively, pl =7.5 O Nct charge at pH 5 and 12 is +1 and -1. respectively,. pl -4.5 2.
Draw the two possible Haworth structures (both alpha and beta anomers) for the following monosaccharides and give their corresponding systematic names. [Show the stepwise process] D-Ribose D-Galactose D- Fructose
Modify isoleucine to show the predominant forms at pH 1, 7, and 13. Isoleucine has p?ap�a values of 2.4 (carboxyl group) and 9.7 (amino group).
The key reaction steps in the Edman degradation of polypeptides, which removes the N-terminal amino acid in the form of a "phenylthiohydantoin" (PTH-amino acid), are shown below. What is the expected outcome if the N-terminal amino acid is proline (Pro)? (The structure of proline is provided below for your reference.) NH-C00 NH CO0 phenyl isothiocyanate PITC NH CO0 NH CO0 peptide without the thiszolinone original Nterminal amino acid HE a PTH-amino acid Proline: HN HN. O Edman's reagent will not react with an N-terminal proline.
Draw the Ala-Ser-Leu-Asp polypeptide (perspective formula) showing the fully extended backbone geometry (all angles +/- 180°). Include correct stereochemistry for L-amino acids. Label all bond rotations representing the angles at each residue

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Identify which structures are equivalent to the L-configuration. H + NH₂ H3C- HOOC H -COOH NH₂ CH3 CH3 -H -NH₂ COOH H₂N- H- CH3 COOH NH₂ -H CH3 -COOH