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Renin Substrate 1

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

A fluorogenic substrate for human renin. Upon cleavage by renin, the product (peptide-EDANS) emits fluorescence and can be easily analyzed using an excitation wavelength of 340 nm and emission wavelengths of 485-510 nm.

Category

Others

Catalog number

BAT-015332

CAS number

791068-69-4

Molecular Formula

C109H156N32O21S

Molecular Weight

2282.67

Specification
Reference Reading

IUPAC Name

(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-amino-5-carbamimidamidopentanoyl]amino]-5-oxo-5-[2-[(5-sulfonaphthalen-1-yl)amino]ethylamino]pentanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-hydroxybutanoyl]amino]-6-[[4-[[4-(dimethylamino)phenyl]diazenyl]benzoyl]amino]hexanoyl]amino]-5-carbamimidamidopentanoic acid

Synonyms

H-Arg-Glu(EDANS)-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Thr-Lys(DABCYL)-Arg-OH; L-Arginine, L-arginyl-N-[2-[(5-sulfo-1-naphthalenyl)amino]ethyl]-L-glutaminyl-L-isoleucyl-L-histidyl-L-prolyl-L-phenylalanyl-L-histidyl-L-leucyl-L-valyl-L-isoleucyl-L-histidyl-L-threonyl-N6-[4-[[4-(dimethylamino)phenyl]azo]benzoyl]-L-lysyl-

Appearance

Red Lyophilized Powder

Purity

≥95%

Density

1.42±0.1 g/cm3

Sequence

RE(EDANS)IHPFHLVIHTK(DABCYL)R

Storage

Store at -20°C

Solubility

Soluble in Water

InChI

InChI=1S/C109H156N32O21S/c1-12-63(7)90(135-96(147)79(126-94(145)76(110)28-21-45-121-108(111)112)42-43-88(143)119-48-47-118-77-30-19-27-75-74(77)26-20-33-87(75)163(160,161)162)104(155)133-85(54-72-57-117-60-125-72)106(157)141-49-23-32-86(141)101(152)131-82(51-66-24-15-14-16-25-66)97(148)130-83(52-70-55-115-58-123-70)98(149)129-81(50-61(3)4)99(150)134-89(62(5)6)102(153)136-91(64(8)13-2)103(154)132-84(53-71-56-116-59-124-71)100(151)137-92(65(9)142)105(156)127-78(95(146)128-80(107(158)159)31-22-46-122-109(113)114)29-17-18-44-120-93(144)67-34-36-68(37-35-67)138-139-69-38-40-73(41-39-69)140(10)11/h14-16,19-20,24-27,30,33-41,55-65,76,78-86,89-92,118,142H,12-13,17-18,21-23,28-29,31-32,42-54,110H2,1-11H3,(H,115,123)(H,116,124)(H,117,125)(H,119,143)(H,120,144)(H,126,145)(H,127,156)(H,128,146)(H,129,149)(H,130,148)(H,131,152)(H,132,154)(H,133,155)(H,134,150)(H,135,147)(H,136,153)(H,137,151)(H,158,159)(H4,111,112,121)(H4,113,114,122)(H,160,161,162)/t63-,64-,65+,76-,78-,79-,80-,81-,82-,83-,84-,85-,86-,89-,90-,91-,92-/m0/s1

InChI Key

OXWQVBKLGGDRTN-CHHGKBFYSA-N

Canonical SMILES

O=C(O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1N(C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(N)CCCNC(=N)N)CCC(=O)NCCNC2=CC=CC=3C2=CC=CC3S(=O)(=O)O)C(C)CC)CC4=CN=CN4)CCC1)CC=5C=CC=CC5)CC6=CN=CN6)CC(C)C)C(C)C)C(C)CC)CC7=CN=CN7)C(O)C)CCCCNC(=O)C8=CC=C(N=NC9=CC=C(C=C9)N(C)C)C=C8)CCCNC(=N)N

1. The Angiotensin-(1-12)/Chymase axis as an alternate component of the tissue renin angiotensin system

Xuming Sun, Che Ping Cheng, Hao Wang, Jessica L VonCannon, Leanne Groban, Kendra N Wright, Carlos M Ferrario, Sarfaraz Ahmad Mol Cell Endocrinol . 2021 Jun 1;529:111119. doi: 10.1016/j.mce.2020.111119.

The identification of an alternate extended form of angiotensin I composed of the first twelve amino acids at the N-terminal of angiotensinogen has generated new knowledge of the importance of noncanonical mechanisms for renin independent generation of angiotensins. The human sequence of the dodecapeptide angiotensin-(1-12) [N-Asp1-Arg2-Val3-Tyr4-Ile5-His6-Pro7-Phe8-His9-Leu10-Val1-Ile12-COOH] is an endogenous substrate that in the rat has been documented to be present in multiple organs including the heart, brain, kidney, gut, adrenal gland, and the bone marrow. Newer studies have confirmed the existence of Ang-(1-12) as an Ang II-forming substrate in the blood and heart of normal and diseased patients. Studies to-date document that angiotensin II generation from angiotensin-(1-12) does not require renin participation while chymase rather than angiotensin converting enzyme shows high catalytic activity in converting this tissue substrate into angiotensin II directly.

2. Loss of Hepatic Angiotensinogen Attenuates Sepsis-Induced Myocardial Dysfunction

Jian'an Wang, Haiqiong Zheng, Le Ning, Alan Daugherty, Sicong Chen, Hong S Lu, Zhaocai Zhang, Yinchuan Xu, Adam E Mullick, Xinran Tao, Yao Lin, Jiabing Rong, Peng Shi Circ Res . 2021 Aug 20;129(5):547-564. doi: 10.1161/CIRCRESAHA.120.318075.

[Figure: see text].

3. Renin-angiotensin system research: from molecules to the whole body

Kazuo Murakami, Eriko Takimoto-Ohnishi J Physiol Sci . 2019 Jul;69(4):581-587. doi: 10.1007/s12576-019-00679-4.

Hypertension is one of the most important risk factors and a leading cause of death from cardiovascular and cerebrovascular diseases. Based on numerous previous studies, hypertension is thought to be caused by the complex mutual interactions of genetic factors and environmental factors, such as excessive salt intake and stress. However, its detailed mechanisms are not yet clearly understood. The renin-angiotensin system (RAS) is a key hormonal system in the pathogenesis of hypertension. New knowledge is still accruing on this cascade, even after more than 120 years since the discovery of renin. To clarify the molecular mechanisms of RAS in vivo, we created transgenic mice with chronic hypertension. These mice carry the human genes encoding renin, a hypertensive enzyme, and its substrate angiotensinogen. Hypotensive mice homozygous for a targeted disruption of the angiotensinogen gene were also created. This review presents our 47-year history of RAS research.