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. 2023 Feb 6;13(7):4775–4780. doi: 10.1039/d2ra08290j

Prediction of optical rotations of l-amino acids in their protonated forms. Note: cysteine: no σp on –CH2SH, but it should be <0 (–CH2OH); lysine: no σp on –(CH2)4NH3+, –(CH2)3N+(Me)3 (−0.01) was used instead; methionine: no σp on –CH2CH2SCH3. It will be close to –CH2CH2CH3 (−0.15); tryptophan: no σp on the –CH2-ring. It will be close to –CH2CH Created by potrace 1.16, written by Peter Selinger 2001-2019 CH2 (−0.14); glutamine: no σp for CH2CH2CONH2. It will be close to CH2CH2COOH (−0.07); histidine: no σp on –CH2-ring. It will be close to –CH2CH Created by potrace 1.16, written by Peter Selinger 2001-2019 CH2 (−0.14).

l-Alanine (+13) l-Arginine (+21.6) l-Asparagine (+34) l-Aspartic acid (+24.4) l-Cysteine (+7.9)
graphic file with name d2ra08290j-u14.jpg graphic file with name d2ra08290j-u15.jpg graphic file with name d2ra08290j-u16.jpg graphic file with name d2ra08290j-u17.jpg graphic file with name d2ra08290j-u18.jpg
l-Glutamine (+6.5) l-Glutamic acid (+31.5) Glycine (not chiral) l-Histidine (+13) l-Isoleucine (+51.8) two chiral centers
graphic file with name d2ra08290j-u19.jpg graphic file with name d2ra08290j-u20.jpg graphic file with name d2ra08290j-u21.jpg graphic file with name d2ra08290j-u22.jpg graphic file with name d2ra08290j-u23.jpg
l-Leucine (+14.9) l-Lysine (+20.5) l-Methionine (22.8) l-Phenylalanine (−7.4) l-Proline (−69)
graphic file with name d2ra08290j-u24.jpg graphic file with name d2ra08290j-u25.jpg graphic file with name d2ra08290j-u26.jpg graphic file with name d2ra08290j-u27.jpg graphic file with name d2ra08290j-u28.jpg
l-Serine (+15.9) l-Threonine (17.9) l-Tryptophan (+13) l-Tyrosine (−10.1) l-Valine (+26.9)
graphic file with name d2ra08290j-u29.jpg Two chiral centers graphic file with name d2ra08290j-u30.jpg graphic file with name d2ra08290j-u31.jpg graphic file with name d2ra08290j-u32.jpg