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SS-31肽是一種心磷脂過氧化物酶抑制劑和線粒體靶向肽。它可以改善左心室和線粒體功能。SS-31肽可減輕人小梁網(wǎng)狀細(xì)胞中的線粒體功能障礙和氧化損傷。它可以防止iHTM和GTM(3)細(xì)胞受到H2O2誘導(dǎo)的持續(xù)氧化應(yīng)激。治療慢性心力衰竭和線粒體肌病的II期臨床試驗(yàn)正在進(jìn)行中。
編號:144820
CAS號:736992-21-5/1606994-55-1/1849610-71-4
單字母:H2N-r-Dmt-KF-CONH2
編號: | 144820 |
中文名稱: | 線粒體靶向抗氧化劑SS-31:DArg-Dmt-Lys-Phe-NH2/依拉瑞肽/MTP-131 |
英文名: | Elamipretide |
英文同義詞: | MTP-131 |
CAS號: | 736992-21-5,醋酸體鹽 1606994-55-1,TFA鹽 1849610-71-4,3醋酸分子 |
單字母: | H2N-r-Dmt-KF-CONH2 |
三字母: | H2N N端氨基 -DArgD型精氨酸 -Dmt2,6-二甲基酪氨酸 -Lys賴氨酸 -Phe苯丙氨酸 -CONH2C端酰胺化 |
氨基酸個(gè)數(shù): | 4 |
分子式: | C32H49N9O5 |
平均分子量: | 639.79 |
精確分子量: | 639.39 |
等電點(diǎn)(PI): | - |
pH=7.0時(shí)的凈電荷數(shù): | 2.97 |
平均親水性: | 1.1666666666667 |
疏水性值: | -1.87 |
外觀與性狀: | 白色粉末狀固體 |
消光系數(shù): | - |
來源: | 人工化學(xué)合成,僅限科學(xué)研究使用,不得用于人體。 |
純度: | 98% |
生成周期: | 現(xiàn)貨 |
儲存條件: | 負(fù)80℃至負(fù)20℃ |
標(biāo)簽: | 氨基酸衍生物肽 D型氨基酸肽 |
InChI: | (2R)-5-amino-2-[[2-[[(2S)-6-amino-2-[[(2R)-4-amino-2-[[(2R)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carbonyl]amino]-3-methylpentanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxybutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-4-carboxybutanoyl]amino]-4-methylpentanoyl]amino]-5-oxopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-4-methylpentanoyl]amino]-5-oxopentanoyl]amino]-4-carboxybutanoyl]amino]hexanoyl]amino]-4-carboxybutanoyl]amino]-5-carbamimidamidopentanoyl]amino]-4-oxobutanoyl]amino]hexanoyl]amino]acetyl]amino]-5-oxopentanoic acid |
IUPAC Name: | H-Phe-Val-Pro-Ile-Phe-Thr-Tyr-Gly-Glu-Leu-Gln-Arg-Leu-Gln-Glu-Lys-Glu-Arg-Asn-Lys-Gly-Gln-OH; L-phenylalanyl-L-valyl-L-prolyl-L-isoleucyl-L-phenylalanyl-L-threonyl-L-tyrosyl-glycyl-L-alpha-glutamyl-L-leucyl-L-glutaminyl-L-arginyl-L-leucyl-L-glutaminyl-L-alpha-glutamyl-L-lysyl-L-alpha-glutamyl-D-arginyl-D-asparagyl-L-lysyl-glycyl-D-glutamine; Motilin (swine), 13-L-leucine- |
SS-31肽是一種心磷脂過氧化物酶抑制劑和線粒體靶向肽。它可以改善左心室和線粒體功能。SS-31肽可減輕人小梁網(wǎng)狀細(xì)胞中的線粒體功能障礙和氧化損傷。它可以防止iHTM和GTM(3)細(xì)胞受到H2O2誘導(dǎo)的持續(xù)氧化應(yīng)激。治療慢性心力衰竭和線粒體肌病的II期臨床試驗(yàn)正在進(jìn)行中。
H-Dmt-D-Arg-Phe-Lys-NH2 (Dmt:2,6-dimethyl-L-tyrosine) 是衍生與皮啡肽的阿片肽,它具有很強(qiáng)的鎮(zhèn)痛作用和良好的細(xì)胞膜通過能力,在對其進(jìn)行深入的機(jī)制研究后發(fā)現(xiàn)了線粒體靶向抗氧化肽SS-31 (H-D-Arg-Dmt-Lys-Phe-NH2). SS-31對缺血再灌注損傷、神經(jīng)退行性疾病、心力衰竭、肌肉老化等和自由基有關(guān)的疾病具有治療效果。SS-31 是一種針對線粒體的分子。它與心磷脂相互作用以重新激活缺血線粒體。同時(shí)SS-31也是一種細(xì)胞穿膜肽。
依拉瑞肽(MTP-131;D-Arg-DMT-Lys-Phe-NH2;其中DMT是2,6-二甲基-L-Tyr)是具有治療缺血-再灌注損傷(例如,心臟缺血-再灌注損傷)和心肌梗塞的治療潛力的線粒體靶向化合物。這種化合物的類似物可具有改善的治療特征譜,包括改善的代謝性質(zhì)、選擇性或效力。
Elamipretide是一條由四個(gè)氨基酸組成的小分子多肽,在生物體內(nèi)Elamipretide以線粒體內(nèi)膜為靶點(diǎn),能夠預(yù)防神經(jīng)細(xì)胞和其他細(xì)胞類型的氧化損傷;防止線粒體去極化,減少胰島細(xì)胞凋亡,增加胰島細(xì)胞產(chǎn)量,改善移植后功能。以Elamipretide為主要原料的藥物已經(jīng)進(jìn)入臨床三期。
Elamidetide is a small peptide composed of four amino acids, including one unnatural amino acid. In vivo, elamipretide can prevent oxidative damage of nerve cells and other cell types by targeting mitochondrial inner membrane, prevent mitochondrial depolarization, reduce apoptosis of islet cells, increase islet cell production, and improve the function after transplantation. The drugs with elamipretide as the main raw material have entered the third phase of clinical practice.
Elamipretide triacetate是一種芳香陽離子四肽,靶向線粒體內(nèi)膜,是心磷脂過氧化物酶的抑制劑。它很容易穿透細(xì)胞膜,并已用于研究Leber遺傳性視神經(jīng)病變的治療試驗(yàn)。
Elamipretide triacetate is an aromatic-cationic tetrapeptide that targets the mitochondrial intima and is an inhibitor of cardiolipin peroxidase. It easily penetrates cell membranes and has been used in therapeutic trials investigating Leber's Hereditary Optic Neuropathy.
很多蛋白在細(xì)胞中非常容易被降解,或被標(biāo)記,進(jìn)而被選擇性地破壞。但含有部分D型氨基酸的多肽則顯示了很強(qiáng)的抵抗蛋白酶降解能力。
DOI | 名稱 | |
---|---|---|
10.1111/cbdd.12003 | Superior Analgesic Effect of H-Dmt-D-Arg-Phe-Lys-NH2 ([Dmt1]DALDA), a Multifunctional Opioid Peptide, Compared to Morphine in a Rat Model of Neuropathic Pain | 下載 |
10.1111_1440-1681.13484 | SS-31 protect retinal pigment epithelial cells from H2O2- induced cell injury by reducing apoptosis | 下載 |
10.1111_acel.13213 | SS-31 and NMN: Two paths to improve metabolism and function in aged hearts | 下載 |
10.1111_acel.12731 | Treatment with the mitochondrial-targeted antioxidant peptide SS-31 rescues neurovascular coupling responses and cerebrovascular endothelial function and improves cognition in aged mice | 下載 |
10.1111_bph.12468 | Targeting mitochondrial cardiolipin and the cytochrome c/cardiolipin complex to promote electron transport and optimize mitochondrial ATP synthesis | 下載 |
10.1155/2022/1295509 | SS-31, a Mitochondria-Targeting Peptide, Ameliorates Kidney Disease | 下載 |
10.1161/CIRCHEARTFAILURE.115.002206 | Chronic Therapy With Elamipretide (MTP-131), a Novel Mitochondria-Targeting Peptide, Improves Left Ventricular and Mitochondrial Function in Dogs With Advanced Heart Failure | 下載 |
編號 | 名稱 | CAS號 |
432781 | Cys-SS-31 | |
H2N-Cr-Dmt-KF-CONH2 | ||
SS-31的N端添加半胱氨酸,引入巰基 |