BIOSYNTHESIS OF N-(ALPHA-HYDROXYETHYL)LYSERGAMIDE, A METABOLITE OF CLAVICEPS-PASPALI STEVENS AND HALL

BIOSYNTHESIS OF N-(ALPHA-HYDROXYETHYL)LYSERGAMIDE, A METABOLITE OF CLAVICEPS-PASPALI STEVENS AND HALL
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DOI:
10.1042/bj1170451
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发表时间:
1970-01-01
影响因子:
4.1
通讯作者:
CASTAGNO.N
CASTAGNO.N
中科院分区:
生物学3区
文献类型:
--
作者:
CASTAGNO.N

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1.研究了N-(α-羟乙基)麦角酰胺酰胺取代基的生物合成来源。 2. [1-14C]乙酸盐、[14C]甲酸盐、[2-14C]甲羟戊酸内酯、[2-14C]吲哚、dl-[3-14C]色氨酸、dl-[3-14C]丝氨酸、dl-[2-14C]丙氨酸和[2-14C]丙酮酸盐有效地掺入生物碱中,但 notdl-[1-14C]丙氨酸或[1-14C]丙酮酸。 3.只有d1-[2-14C]丙氨酸和[2-14C]丙酮酸衍生的生物碱在酰胺取代基中含有明显的放射性。 4.1-[15N]丙氨酸衍生的生物碱被证明在酰胺氮中被特异性标记。然而,发现1-[ 14 C, 15 N]丙氨酸掺入甲基甲醇酰胺取代基中,且15 N/ 14 C比率显着增加,这表明丙氨酸不是该部分的直接前体。
1. The biosynthetic origin of the amide substituent ofN-(α-hydroxyethyl)lysergamide has been studied. 2. [1-14C]Acetate, [14C]formate, [2-14C]mevalonic acid lactone, [2-14C]indole,dl-[3-14C]tryptophan,dl-[3-14C]serine,dl-[2-14C]alanine and [2-14C]pyruvate were efficiently incorporated into the alkaloid, but notdl-[1-14C]alanine or [1-14C]pyruvate. 3. Only thedl-[2-14C]alanine- and [2-14C]pyruvate-derived alkaloid contained appreciable radioactivity in the amide substituent. 4.l-[15N]Alanine-derived alkaloid was shown to be specifically labelled in the amide nitrogen. However,l-[14C,15N]alanine was found to be incorporated into the methylcarbinolamide substituent with an appreciable increase in the15N/14C ratio, suggesting that alanine is not the direct precursor of this moiety.