STRUCTURAL CHARACTERIZATION OF TOXIC CYCLIC-PEPTIDES FROM BLUE-GREEN-ALGAE BY TANDEM MASS-SPECTROMETRY
STRUCTURAL CHARACTERIZATION OF TOXIC CYCLIC-PEPTIDES FROM BLUE-GREEN-ALGAE BY TANDEM MASS-SPECTROMETRY
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DOI：
10.1073/pnas.86.3.770
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发表时间：
1989-02-01
影响因子：
11.1
通讯作者：
MISSLER, S
中科院分区：
文献类型：
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作者：
KRISHNAMURTHY, T;SZAFRANIEC, L;MISSLER, S
结合使用化学降解，衍生化，和串联质谱的快速结构表征有毒的环肽从蓝绿藻在纳摩尔水平。以前，所有蓝绿藻毒素被认为属于七残基环肽家族，其具有一般结构环-D-Ala-L-Xaa-β-D-丙氨酸-L甲基-D-异天冬氨酸-L-Yaa-Adda-D-异谷氨酸-N-甲基脱氢丙氨酸，其中Xaa和Yaa代表L构型的可变氨基酸，Adda是3-氨基-9-甲氧基-2，6，8-三甲基-10-苯基-癸-4，6-二烯酸。另外两种毒素的结构表征表明，在天然存在的有毒环肽家族中可能存在进一步的变异性。异天冬氨酸和脱氢丙氨酸可以取代β-甲基-异天冬氨酸和N-甲基脱氢丙氨酸。
Combined use of chemical degradation, derivativation, and tandem mass spectrometry for rapid structural characterization of toxic cyclic peptides from blue-green algae at the nanomole level is described. Previously, all blue-green algal toxins were thought to belong to a family of seven-residue cyclic peptides, having the general structure cyclo-D-Ala-L-Xaa-erythro-.beta.-methyl-D-isoaspartic acid-L-Yaa-Adda-D-isoglutamic acid-N-methyldehydroalanine, where Xaa and Yaa represent variable amino acids of the L configuration and Adda is 3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid. Structural characterization of two additional toxins indicates that further variability can exist within this family of naturally occurring toxic cyclic peptides. Isoaspartic acid and dehydroalanine can substitute for .beta.-methyl-isoaspartic acid and N-methyldehydroalanine, respectively.