N-methyl Amino Acids
Studies on NMA(N-methylamino acid) containing peptides reveal that NMA residues increase proteolytic stability, increase membrane permeability(lipophilicity), and alter the conformational characteristics or properties of the amide bonds. A review by Fairlie discusses many aspects of the biological activity of peptides including numerous examples of N-methylation in natural products and therapeutic agents. The effects of NMA mentioned above are important in actual and potential therapeutic compounds and the assay of biological activity of modified peptides.

Short Name

Structure

CAS #

Molecular Formula

Molecular Weight

N-Me-Val-OH

2480-23-1

C6H13NO2

131.18

N-Me-Tyr-OH

537-49-5

C10H13NO3

195.22

N-Me-Trp-OH

526-31-8

C12H14N2O2

218.26

N-Me-Thr-OH

2812-28-4

C5H11NO3

133.15

N-Me-Ser-OH

2480-26-4

C4H9NO3

119.12

N-Me-Pro-OH

475-11-6

C6H11NO2

129.2

N-Me-Phe-OH

2566-30-5

C10H13NO2

179.22

N-Me-Orn-OH•HCl

37148-99-5

C6H14N2O2

182.65

N-Me-Nva-OH

19653-78-2

C6H13NO2

131.18

N-Me-Nle-OH

17343-27-0

C7H15NO2

145.2

N-Me-Met-OH

42537-72-4

C6H13NO2S

163.2

N-Me-Lys-OH

7431-89-2

C7H16N2O2

160.22

N-Me-Leu-OH

3060-46-6

C7H15NO2

145.2

N-Me-Ile-OH

4125-98-8

C7H15NO2

145.2

N-Me-Hyp-OH

67463-44-9

C6H11NO3

145.16

N-Me-His-OH•HCl

17451-62-6

C7H11N3O2

205.6

N-Me-Gly-OH

107-97-1

C3H7NO2

89.1

N-Me-Glu-OH

6753-62-4

C6H11NO4

161.16

N-Me-Gln-OH

300560-56-9

C6H12N2O3

160.2

N-Me-Asp-OH

4226-18-0

C5H9NO4

147.13

N-Me-Asn-OH


C5H10N2O3

146.1

N-Me-Arg-OH•HCl


C7H16N4O2S

224.7

N-Me-Ala-OH

3913-67-5

C4H9NO2

103.1

N-Me-Aib-OH

2566-34-9

C5H11NO2

117.15

Fmoc-N-Me-Cys(Trt)-OH

944797-51-7

C38H33NO4S

599.7