(a)
Interpretation: The mechanism for the reaction that adds an Fmoc group to an amino acid under the given conditions is to be drawn.
Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc is fluorenylmethyloxycarbonyl chloride. It introduces Fmoc group which protects the
(b)
Interpretation: The mechanism for the reaction that removes an Fmoc group from an amino acid under the given conditions is to be drawn.
Concept introduction: Peptide linkage is formed between the amino group of one amino acid and the carboxyl group of other amino acid with the loss of water molecule. Amino acids are naturally occurring compounds in which the amino group is present on the alpha carbon of carboxyl group. The full form of Fmoc
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- One of the ways in which an L a-amino acid can be synthesized is to carry out an Sy2 reaction between an a-bromo acid and ammonia. (The wavy line indicates that the bond could be a dash or a wedge.) Draw the stereoisomer of the a-bromo acid that would be necessary Br. H3N. R An a-bromo acid An L a-amino acid to produce L-alanine, in which the R group is CH3.arrow_forwardhelp with part (i) and (iii)arrow_forward29. What are the steps that can convert imines to amino acids? 1. LiAlH4; Water 1. NaCN; 2. Water 1. LiAlH4; 2. Ammonia O 1. NaCN; 2. Ammonia 30. Cyclohexanone reacts with NaCN to form The S-isomer The R-isomer A racemic mixture O None of the abovearrow_forward
- Draw the product that valine forms when it reacts with di-tert-butyl dicarbonate and triethylamine followed by an aqueous acid wash. O • You do not have to consider stereochemistry. • Do not draw organic or inorganic by-products. • Draw the product in neutral form unless conditions are clearly designed to give an ionic product. • Include cationic counter-ions, e.g., Na+ in your answer, but draw them in their own sketcher. • Do not include anionic counter-ions, e.g., I, in your answer. 90.0 ChemDoodle /n [Farrow_forwardProvide an electron pushing mechanism for the conversion shown below. Abbreviate the enzyme catalyst active site groups (BH* and B:) as needed. Which purine base is used? NH₂ Enz H₂O 'N NHarrow_forwardSingle hydrolysis on the following polypeptide 2. Draw the fisher projection of phenylalanine at pH 1, 7 and 12arrow_forward
- 4) What would happen if you treated Alanine (above) with an aqueous solution of: a. HCI HO b. NaOH HO NH₂ NH₂ HCI NaOHarrow_forwardDraw the mechanism for the reaction that removes an Fmoc group froman amino acid under these conditions:arrow_forwardDraw the major product of this aminolysis reaction. Ignore inorganic byproducts. 1. (CH3)2CuLi (excess) 2. H20 Select to Drawarrow_forward
- Ee.10.arrow_forwardⒸ Macmillan Learning Consider the structure of methionine in its +1 charge state. i H³N-H _—__—_—_v_€² CH₂ CH₂ S CH3 OH Give the pK₂ value for the a-amino group of methionine. An answer within +0.5 units is acceptable. Give the pK, value for the α-carboxyl group of methionine. An answer within +0.5 units is acceptable. pKa (−NH;) =| 9.2 Incorrect pK₂ (-COOH) = 2.2 Incorrect Attempt 3arrow_forwardIn Hb S, a residue is replaced by a y residue. histidine lysine valinearrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning