Pharmacological activity of angiotensin-II modified by tyrosine sulfation.

Hagiwara, Makoto; Ohuchi, Eiko; Hongo, Kazuya; Oki, Miyuki; Wada, Kyoko; Morikawa, Tadanori; Kobashi, Kyoichi

doi:10.1254/jjp.52.493

Cited by 3 publications

(3 citation statements)

References 7 publications

(11 reference statements)

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“…Other peptides. The sulfonation of two other peptides, in which the sulfate moiety influences biological activity, is known, namely leu-enkephalin (326) and angiotensin II (327). In each case, biological activity is significantly reduced by sulfonation.…”

Section: Gastrinmentioning

confidence: 99%

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Sulfonation and Molecular Action

2002

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The sulfonation of endogenous molecules is a pervasive biological phenomenon that is not always easily understood, and although it is increasingly recognized as a function of fundamental importance, there remain areas in which significant cognizance is still lacking or at most minimal. This is particularly true in the field of endocrinology, in which the sulfoconjugation of hormones is a widespread occurrence that is only partially, if at all, appreciated. In the realm of steroid/sterol sulfoconjugation, the discovery of a novel gene that utilizes an alternative exon 1 to encode for two sulfotransferase isoforms, one of which sulfonates cholesterol and the other pregnenolone, has been an important advance. This is significant because cholesterol sulfate plays a crucial role in physiological systems such as keratinocyte differentiation and development of the skin barrier, and pregnenolone sulfate is now acknowledged as an important neurosteroid. The sulfonation of thyroglobulin and thyroid hormones has been extensively investigated and, although this transformation is better understood, there remain areas of incomplete comprehension. The sulfonation of catecholamines is a prevalent modification that has been extensively studied but, unfortunately, remains poorly understood. The sulfonation of pituitary glycoprotein hormones, especially LH and TSH, does not affect binding to their cognate receptors; however, sulfonation does play an important role in their plasma clearance, which indirectly has a significant effect on biological activity. On the other hand, the sulfonation of distinct neuroendocrine peptides does have a profound influence on receptor binding and, thus, a direct effect on biological activity. The sulfonation of specific extracellular structures plays an essential role in the binding and signaling of a large family of extracellular growth factors. In summary, sulfonation is a ubiquitous posttranslational modification of hormones and extracellular components that can lead to dramatic structural changes in affected molecules, the biological significance of which is now beginning to be appreciated.

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Section: Gastrinmentioning

confidence: 99%

“…For example, sulfoconjugated angiotensin II is approximately 15-to 30-fold less potent than unconjugated angiotensin II in inducing ileal and gallbladder contraction. Furthermore, the hypertensive potency of angiotensin II is reduced by approximately 30-fold upon sulfonation (327).…”

Section: Gastrinmentioning

confidence: 99%

Sulfonation and Molecular Action

2002

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“…9 ). Screening of human faeces samples leads to identification of Eubacterium A‐44 as a producer of arylsulfotransferase ( Kobashi et al ., 1986 ) which has been used for sulfation to produce molecules of therapeutic interest, such as cholecystokinin ( Hagiwara et al ., 1990a ), angiotensin‐II ( Hagiwara et al ., 1990b ), tannins ( Koizumi et al ., 1991 ), among many others. Application of sulfotransferases to a broader range of molecules has been restricted mainly due to narrow substrate spectrum of these enzymes.…”

Section: Prospects and Opportunitiesmentioning

confidence: 99%

Strategies for discovery and improvement of enzyme function: state of the art and opportunities

Kaul

Asano

2011

Microbial Biotechnology

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SummaryDevelopments in biocatalysis have been largely fuelled by consumer demands for new products, industrial attempts to improving existing process and minimizing waste, coupled with governmental measures to regulate consumer safety along with scientific advancements. One of the major hurdles to application of biocatalysis to chemical synthesis is unavailability of the desired enzyme to catalyse the reaction to allow for a viable process development. Even when the desired enzyme is available it often forces the process engineers to alter process parameters due to inadequacies of the enzyme, such as instability, inhibition, low yield or selectivity, etc. Developments in the field of enzyme or reaction engineering have allowed access to means to achieve the ends, such as directed evolution, de novo protein design, use of non‐conventional media, using new substrates for old enzymes, active‐site imprinting, altering temperature, etc. Utilization of enzyme discovery and improvement tools therefore provides a feasible means to overcome this problem. Judicious employment of these tools has resulted in significant advancements that have leveraged the research from laboratory to market thus impacting economic growth; however, there are further opportunities that have not yet been explored. The present review attempts to highlight some of these achievements and potential opportunities.

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Cholecystokinin-58 is more potent in inhibiting food intake than cholecystokinin-8 in rats

Glatzle

Raybould

Kueper

et al. 2008

Nutritional Neuroscience

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CCK-58 has the same potency in inhibiting food intake as CCK-8 in rats, but inhibits food intake longer. This might be due to its tertiary structure resulting in a delayed plasma degradation or a prolonged binding at the CCK receptor. As CCK-58 is the major CCK form in the gut wall and possibly in the circulating blood in humans, the effects of CCK on food intake might have been underestimated in the past.

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Pharmacological activity of angiotensin-II modified by tyrosine sulfation.

Cited by 3 publications

References 7 publications

Sulfonation and Molecular Action

Sulfonation and Molecular Action

Strategies for discovery and improvement of enzyme function: state of the art and opportunities

Cholecystokinin-58 is more potent in inhibiting food intake than cholecystokinin-8 in rats

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