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By Robert Henry Aders Plimmer

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2 . 3) . NH CH CH(NH NH CH COOH CO CO . 2 . 2) . COOH . NH 2 The diketopiperazines which are so closely related to the dipeptides can also occur in a keto- or -enol form the possibilities are ; CO-CH2V NH/ )NH ,C(OH)-CH2X N^\CH \CH2 CO/ C(OH)-CH2V \N 2 N^ \ CH C(OH)^ 2 \NH CO/ The existence of the -enol form was emphasised by the fact that in the hydrolysis of alanine anhydride by alkali, a transient formation of an alkali compound was observed. The Configuration of the Polypeptides. Excepting glycine all the amino acids employed in the previous According to the law syntheses contain an asymmetric carbon atom.

2 3 . . This product, though it . . 4 . ) . had many points of resemblance, such as precipitation by phosphotungstic acid, tannic acid, hydrolysis by trypsin, with the natural tetrapeptide, was not, however, identical with it it differed mainly in its behaviour to ammonium sulphate, by which it ; was only salted out with great difficulty. An attempt was made at the same time to prepare the isomeric it failed on account of the difficulty d-alanyl-glycyl-glycyl-1-tyrosine ; of preparing pure a-bromopropionyl-glycyl-glycyl-chloride, but there seems no reason to suppose that Fischer will not overcome this small difficulty in preparing a desired compound, when he has overcome such vast difficulties already in connection with the synthesis of the polypeptides.

2 . CH COOH, and the ester gives with ethyl chlorocarbonate, carbethoxyl. 2 glycyl-glycine ester OC2 H : 5 C _ o + NH 2 . CH2 CO NH CH2 COOC 2 H5 = C 2 H 8 O OC NH CH 2 CO NH CHa COOC 2 H 5 . . . . . . Cl from which the amide C2 H 6 O OC . is . NH CH CO NH CH CONH . 2 . . 2 2 obtained by the action of ammonia, and the free acid C 2 H 5 O OC . by . NH CH CO NH CH COOH . 2 . . 2 careful hydrolysis with soda. Carbethoxyl-glycyl-glycine ester, when heated with leucine ester, yielded carbethoxyl-glycyl-glycyl-leucine ester, C 2 H 3 O OC NH CH a CO C 2 H 5 OH + C 2 H 5 O OC NH .

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