ANGIOTENSIN II, HUMAN

Base Information

• Chemical Name: ANGIOTENSIN II, HUMAN
• CAS No.: 4474-91-3
• Molecular Formula: C50H71N13O12
• Molecular Weight: 1046.19
• Mol file: 4474-91-3.mol

Synonyms:Angiotensin II, human (Octapeptide);Alanine,N-[1-[N-[N-[N-[N-(N2-L-a-aspartyl-L-arginyl)-L-valyl]-L-tyrosyl]-L-isoleucyl]-L-histidyl]-L-prolyl]-3-phenyl-,L- (6CI,7CI);

Chemical Property of ANGIOTENSIN II, HUMAN

Chemical Property:

• Refractive Index: 1.663
• Boiling Point: 809.08°C (rough estimate)
• PKA: pK1: 10.37 (25°C)
• PSA: 406.34000
• Density: 1.43 g/cm³
• LogP: 3.06950
• Storage Temp.: −20°C
• Solubility.: insoluble in DMSO; insoluble in EtOH; ≥100.2 mg/mL in H2O
• Water Solubility.: Soluble in Water (25 mg/ml), and 5% Acetic Acid (1 mg/ml).

Purity/Quality:

99% ^*data from raw suppliers

Angiotensin II ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Biological functions: Ang II/AT1 axis mediates vasoconstriction, thirst, release of vasopressin and aldosterone, renal sodium reabsorption, fibrosis, inflammation, angiogenesis, vascular aging, and atherosclerosis. Ang II-induced effects included blood pressure control; drinking; adrenergic stimulation; modulation of the ion pump and transporter activities in the gill, kidney, and intestine in fish; control of the filtering nephron population in fish; and regulation of ventral skin absorption in amphibians. The injection of Ang II significantly increased ventral skin drinking in the frog. Lamprey Ang II is a vasodepressor instead of a vasopressor when injected intraarterially. The intracerebroventricular (ICV) injection of Ang II into the trout increased the systemic blood pressure, heart rate, and ventilation rate. The ICV injection of Ang II elicits tachycardia in contrast to bradycardia when injected peripherally. Central Ang II injection also inhibits the vagal-mediated baro-reflex, indicating that brain RAS is involved in the heart rate control.The AT2 receptor is mostly embryonic. The expression decreases in adults and is confined in certain tissues such as the kidney. The effects of AT2 are often antagonistic to AT1, and activation of the AT2 receptor usually indicates a pathophysiological condition of AT1-mediated action with potential harmful consequences. AT2 is abundantly expressed in the spleen of the adult eel, which suggests an immune-related function.
• Description: It is known that tumor tissues including metastatic lymph nodes are composed of newly growing vessels which lack blood flow autoregulation and are influenced only secondarily by the responding somatic vessels. Human angiotensin II (AT II). a vasopressor, was introduced in Japan to improve the efficacy of systemic chemotherapy. In patients with various advanced cancers, i.v. infusion of AT II to achieve a mean blood pressure of 1.5 times of baseline (but not over 150 mm Hg) followed by a bolus injection of conventional cytotoxic agents increases blood flow 5-7 fold in tumor tissues and therefore, increases drug delivery to the target tissue resulting in enhanced chemotherapeutic effects. This induced-hypertension chemotherapy regimen can be performed safely with minimal side effects. Angiotensin II is a peptide hormone known best as a vasoconstrictor with central roles in chronic hypertension, heart failure, and stroke. It is an octapeptide typically generated by the removal of two residues from angiotensin I by angiotensin-converting enzyme (ACE). Angiotensin II is a ligand for at least two distinct receptors, AT1 and AT2, each evoking distinct signaling pathways and physiological responses. The development of antagonists for specific angiotensin II receptor subtypes represents a valuable alternative to ACE inhibitors.
• Uses: Cardiopulmonary resuscitation - not yet an approved application A peptide involved in the regulation of blood pressure Angiotensin II is a peptide hormone known best as a vasoconstrictor with central roles in chronic hypertension, heart failure, and stroke. It is an octapeptide typically generated by the removal of two residues from angiotensin I by angiotensin-converting enzyme (ACE). Angiotensin II is a ligand for at least two distinct receptors, AT1 and AT2, each evoking distinct signaling pathways and physiological responses. The development of antagonists for specific angiotensin II receptor subtypes represents a valuable alternative to ACE inhibitors.
• Clinical Use: Renin antagonists, ACE inhibitors, and AT1 receptor blockers have been used, in singular or multiple blockade, to treat hypertension and other RAS-related diseases. High levels of Ang II are often related to hypertension, renal failure, and cardiac fibrosis.

Technology Process of ANGIOTENSIN II, HUMAN

There total 12 articles about ANGIOTENSIN II, HUMAN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

angiotensin I (484-42-4) → His Pro Phe His Leu (42014-20-0) + C47H63N11O9 + angiotensin II-(1-7) (51833-78-4) + angiotensin II (4474-91-3)

Guidance literature:

With ablated human blood plasma serum; In water; at 37 ℃; for 24h;

DOI:10.1002/anie.201407669

Reference yield:

angiotensin I (484-42-4) → His Pro Phe His Leu (42014-20-0) + angiotensin II (4474-91-3)

Guidance literature:

With ablated human blood plasma serum; In water; at 37 ℃; for 6h;

DOI:10.1002/anie.201407669

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + t-Boc-L-valine (13734-41-3) + N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) + C24H29N2O5Pol + Boc-Arg(Tos)-OH (13836-37-8) + Boc-Asp(O-cyclohexyl)-OH (73821-95-1) + (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid (47689-67-8) + Boc-His(Tos)-OH (35899-43-5) → angiotensin II (4474-91-3)

Guidance literature:

C₂₄H₂₉N₂O₅Pol; With trifluoroacetic acid; In dichloromethane; for 0.5h; solid phase reaction;

1-(tert-butoxycarbonyl)-L-proline; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; dimethyl sulfoxide; for 3h; solid phase reaction;

t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; Boc-Arg(Tos)-OH; Boc-Asp(O-cyclohexyl)-OH; (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid; Boc-His(Tos)-OH; Further stages;

DOI:10.1016/j.bioorg.2011.01.001

upstream raw materials:

angiotensin I

1-(tert-butoxycarbonyl)-L-proline

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

C₆₀H₈₃N₁₈O₁₈P

C₆₅H₈₈F₃N₁₃O₁₈

C₈₄H₁₁₈F₃N₁₉O₂₃S

C₈₄H₁₁₈F₃N₁₉O₂₃S

Refernces

• 1、 Kizuki,Moriya. "Kinin-inactivating enzyme from the mushroom Tricholoma conglobatum. VI. Actions on angiotensins I and II". . p. 2721 - 2724. Retrieved 1981.
• 2、 Kwiatkowski, Marcel,Wurlitzer, Marcus,Omidi, Maryam,Nimer, Refat,Horst, Andrea,Schlüter, Hartmut,Ren, Ling,Kruber, Sebastian,Robertson, Wesley D.,Miller, R. J. Dwayne. "Ultrafast extraction of proteins from tissues using desorption by impulsive vibrational excitation". . p. 285 - 288. Retrieved 2015.
• 3、 Nakaie, Clovis R.,Oliveira, Eliandre,Vicente, Eduardo F.,Jubilut, Guita N.,Souza, Sinval E.G.,Marchetto, Reinaldo,Cilli, Eduardo M.. "Solid-phase peptide synthesis in highly loaded conditions". experimental part. p. 101 - 109. Retrieved 2011/06/25.