59880-97-6

Basic information

• Product Name: TYRAMINE HYDROCHLORIDE
• Synonyms: P-(2-AMINOETHYL)PHENOL HYDROCHLORIDE;TIMTEC-BB SBB003808;TYROSAMINE HCL;TYROSAMINE HYDROCHLORIDE;TYRAMINE HCL;TYRAMINE MONOHYDROCHLORIDE;4-HYDROXYPHENYLETHYLAMINE HCL;2-(4-HYDROXYPHENYL)ETHYLAMINE HCL
• CAS NO: 59880-97-6
• Molecular Formula: C₂₁H₃₁N₃O₅S
• Molecular Weight: 437.56
• EINECS: 200-462-5
• Mol File: 59880-97-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 271-274 °C(lit.)
• Boiling Point: 269 °C
• Flash Point: 427.7°C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 7.43E-26mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: 2-8°C
• Solubility: DMF: 50 mg/mL, clear, colorless
• PKA: 3.50±0.10(Predicted)
• BRN: 2315783
• CAS DataBase Reference: TYRAMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TYRAMINE HYDROCHLORIDE(59880-97-6)
• EPA Substance Registry System: TYRAMINE HYDROCHLORIDE(59880-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-22
• WGK Germany: 3
• RTECS: SJ6050000
• F: 3-10
• Hazardous Substances Data: 59880-97-6(Hazardous Substances Data)

Usage

Description

TYRAMINE HYDROCHLORIDE is a chemical compound derived from the amino acid tyrosine, which is commonly found in various food products and plays a significant role in the synthesis of certain hormones and neurotransmitters. It is known for its ability to induce leucocyte chemotaxis and activate macrophages, making it a valuable compound in the field of medical and biological research.

Uses

Used in Medical and Biological Research:
TYRAMINE HYDROCHLORIDE is used as a chemotactin peptide for inducing leucocyte chemotaxis and activating macrophages. This application is particularly relevant in the study of polymorphonuclear leukocytes (PMN) and neutrophils, as it helps researchers understand the signaling pathways and immune responses involved in these processes.
Used in Chemotaxis Assays:
In the field of cellular biology, TYRAMINE HYDROCHLORIDE is used as a key component in chemotaxis assays, such as the Zigmond chamber chemotaxis assay performed on neutrophils. These assays are crucial for determining the involvement of specific signaling molecules, like MAPK-activating protein kinase-2 (MAPKAPK-2) and/or p38, in the signaling pathways of human polymorphonuclear leukocytes (PMNs) stimulated by N-Formyl-Met-Leu-Phe.
Used in Pharmaceutical Industry:
TYRAMINE HYDROCHLORIDE is also utilized in the pharmaceutical industry for the development of drugs targeting various medical conditions. Its role in inducing leucocyte chemotaxis and activating macrophages makes it a potential candidate for the treatment of immune-related disorders and inflammatory diseases.

Biochem/physiol Actions

Potent chemotactic peptide. Induces a metabolic burst in macrophages accompanied by an increase in respiratory rate, secretion of lysosomal enzymes, and production of superoxide anion.

InChI:InChI=1/C21H31N3O5S/c1-14(2)11-17(23-19(26)16(22-13-25)9-10-30-3)20(27)24-18(21(28)29)12-15-7-5-4-6-8-15/h4-8,13-14,16-18H,9-12H2,1-3H3,(H,22,25)(H,23,26)(H,24,27)(H,28,29)/t16-,17-,18-/m0/s1

Upstream product

• 70637-32-0 formyl-Met-Leu-Phe-OCH₂C₆H₅ 
• 98229-02-8 For-L-Met-L-Leu-L-Phe-CAM 
• 119706-26-2 For-Met-Leu-Phe-OBg 
• 285131-19-3 2-[2-(2-formylamino-4-methylsulfanyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethyl ester 
• 64-18-6 formic acid 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 259106-70-2 N-tert-butyloxycarbonylphenylalanine 3,4'-O-isopropylidene-5'-pyridoxyl ester 
• 3392-09-4 Boc-Leu-ONSu 
• 285131-16-0 2-(2-tert-butoxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionic acid 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethyl ester 
• 285131-17-1 2-[2-(2-tert-butoxycarbonylamino-4-methylsulfanyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid 2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-ylmethyl ester 
• 98229-16-4 L-Met-L-Leu-L-Phe-CAM 
• 98229-01-7 FMOC-L-Met-L-Leu-L-Phe-CAM 
• 119724-63-9 Boc-Met-Leu-Phe-OBg 

Downstream Products

• 1204605-14-0 for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-εLys(OMe)-Phe-Leu-Met-for 
• 1204605-12-8 for-Met-Leu-Phe-Lys[γ-Asp(OMe)-Phe-Leu-Met-for]-OMe 
• 1204605-15-1 for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-Lys(Phe-Leu-Met-for)-OMe 
• 1204605-13-9 for-Met-Leu-Phe-Lys(Phe-Leu-Met-for)-OMe 

Relevant articles and documents

SYNTHETIC INNATE IMMUNE RECEPTOR LIGANDS AND USES THEREOF

An adjuvant formulation includes a monophosphoryl Lipid A (MPLA) analogue, a Pam3CSK4 analogue, or a muramyldipeptide (MDP) analogue, or combinations thereof. The adjuvant may be formulated in soluble form or in a nanoparticle, such as polylactic glycolic acid nanoparticles. A vaccine formulation comprises the adjuvant formulation and an immunogen. Methods of vaccinating an animal include delivering the vaccine formulation to the animal.

Amino acid pyridoxyl esters in peptide synthesis

Pyridoxyl residue was suggested to be used as a multifunctional protective and modifying group in peptide synthesis. The modification was carried out by introducing the pyridoxyl residue in free or partially protected peptides or by the addition of amino

N-BENZHYDRYL-GLYCOLAMIDE ESTERS (OBg ESTERS) AS CARBOXYL PROTECTING GROUPS IN PEPTIDE SYNTHESIS

N-benzhydryl-glycolamide esters (OBg esters) of various N-protected amino acids have been synthesized.In order to demonstrate their usefulness in peptide chemistry, the syntheses of For-Met-Leu-Phe-OH (chemiotactic peptide) and Pro-Leu-Gly-NH2 (MIF) have been carried out.OBg esters are compatible with commonly used protecting groups and are cleanly and selectively removed in mild alkaline conditions without any side reaction, except for β-benzyl aspartyl containing sequences.