L-카노신

L-카노신
L-카노신 구조식 이미지
카스 번호:
305-84-0
한글명:
L-카노신
동의어(한글):
L-카노신;카르노신;L-카르노신
상품명:
L-Carnosine
동의어(영문):
CARNOSINE;Carnosin;N-B-ALANYL-L-HISTIDINE;N-BETA-ALANYL-L-HISTIDINE;Dragosine;β-Ala-His;H-β-Ala-His-OH;β-Alanyl-L-histidine;BETA-ALANYL-L-HISTIDINE;n-2-m
CBNumber:
CB0433763
분자식:
C9H14N4O3
포뮬러 무게:
226.23
MOL 파일:
305-84-0.mol
MSDS 파일:
SDS

L-카노신 속성

녹는점
253 °C (dec.) (lit.)
알파
20.9 º (c=1.5, H2O)
끓는 점
367.84°C (rough estimate)
밀도
1.2673 (rough estimate)
증기압
0Pa at 25℃
굴절률
21 ° (C=2, H2O)
저장 조건
-20°C
용해도
DMSO(아주 약간), 물 (약간 용해됨)
산도 계수 (pKa)
2.62(at 25℃)
물리적 상태
수정 같은
색상
하얀색
냄새
100.00%. 냄새 없는
??? (Optical Rotation)
+24.120
수용성
거의 투명함
Merck
14,1850
BRN
87671
안정성
안정적이지만 열에 민감할 수 있으므로 차갑게 보관하세요. 강한 산화제와 호환되지 않습니다.
주요 응용
food and beverages
personal care
pharmaceutical
화장품 원료 기능
SKIN CONDITIONING
InChI
1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
InChIKey
CQOVPNPJLQNMDC-ZETCQYMHSA-N
SMILES
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O
LogP
-3.8 at 22℃
CAS 데이터베이스
305-84-0(CAS DataBase Reference)
EPA
L-Histidine, .beta.-alanyl- (305-84-0)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 20/21/22-36/37/38
안전지침서 24/25-36-26
WGK 독일 2
RTECS 번호 MS3080000
F 고인화성물질 3-10
TSCA TSCA listed
HS 번호 29332900
스토리지 클래스 11 - Combustible Solids
독성 LD50 oral in mouse: > 14930mg/kg
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P302+P352 피부에 묻으면 다량의 물로 씻으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P321 (…) 처치를 하시오.
P332+P313 피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P362 오염된 의복을 벗고 세척 후에 재사용하기

L-카노신 MSDS


L-Carnosine

L-카노신 C화학적 특성, 용도, 생산

개요

L-Carnosine is a dipeptide composed of β-alanine and L-histidine that has been found in rat olfactory bulb, skeletal muscle, brain, kidney, and spleen tissues, as well as human skeletal muscle, and has diverse biological activities. It is a metal chelator that forms complexes with copper, cobalt, nickel, cadmium, or zinc. Dietary administration of L-carnosine (60 mg/kg per day) reduces plasma levels of advanced glycation end products (AGEs) in diabetic rats. It reduces brain edema, blood-brain barrier disruption, microglial activation, and neuronal apoptosis in a rat model of intracerebral hemorrhage when administered at a dose of 1,000 mg/kg. L-Carnosine (250, 500, and 1,000 mg/kg, i.p.) reduces hepatic protein carbonylation and necrosis in a rat model of cirrhosis induced by bile duct ligation. It also reduces lung myeloperoxidase (MPO) activity, production of reactive oxygen species (ROS), and TNF-α and IL-6 levels, as well as alveolar hemorrhage, interstitial edema, and pulmonary leukocyte infiltration in a mouse model of LPS-induced lung injury.

화학적 성질

white to off-white crystalline.

역사

Carnosine, a dipeptide composed of beta-alanine and L-histidine, was first identified in beef extracts by Russian chemists Gulewitch and Amiradzibi in 1900.

용도

L-Carnosine is a naturally-occurring histidine-containing compound and the biological role of this dipeptide is to act as cytosolic buffering agents. Other roles ascribed to L-Carnosine include action s as neurotransmitters, modulation of enzymic activities and chelation of heavy metals. Studies indicate an ability to boost the immunological functions. In cosmetics, it has anti-aging and skin-conditioning applications.

정의

ChEBI: Carnosine is a dipeptide that is the N-(beta-alanyl) derivative of L-histidine. It has a role as an anticonvulsant, an antioxidant, an antineoplastic agent, a human metabolite, a Daphnia magna metabolite, a mouse metabolite, a neuroprotective agent and a geroprotector. It is a conjugate acid of a carnosinate. It is a tautomer of a carnosine zwitterion.

주요 응용

L-Carnosine has been used to study its effects as an antioxidant on meat quality of pigs. It has also been used to study its effects on brain injury in a rat intracerebral hemorrhage model.

부작용

L-carnosine is generally considered safe when taken by mouth for short periods of time or when used by adults on the skin. However, there can be rare side effects, including rash, itchiness, dry mouth, changes in appetite, feelings of tiredness or vivid dreams. Rare but severe possible zinc carnosine side effects include decreased white blood cells, disorder of the digestive system and sideroblastic anemia. Less severe side effects may include stomach cramps, indigestion and nausea.

Safety Profile

Mildly toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Likely impurities are histidine and β-alanine. Crystallise L-carnosine from water by adding EtOH in excess. Recrystallise it from aqueous EtOH by slow addition of EtOH to a strong aqueous solution of the dipeptide. Its solubility in H2O is 33.3% at 25o. [Vinick & Jung J Org Chem 48 392 1983, Turner J Am Chem Soc 75 2388 1953, Sifford & du Vigneaud J Biol Chem 108 753 1935, Beilstein 25 H 516, 25 I 717, 25 II 408.]

참고 문헌

1. P. J. Quinn, A. A. Boldyrev, V. E. Formazuyk, Carnosine: Its properties, functions and potential therapeutic applications, Molecular Aspects of Medicine, 1992, vol. 13, pp. 379-444 DOI:10.1016/0098-2997(92)90006-L
2. https://www.webmd.com/vitamins/ai/ingredientmono-1038/carnosine
3. G. M. Halpern, Zinc-Carnosine: Nature’s Safe and Effective Remedy for Ulcers, 2005, ISBN-10 0757002749
4. l-Carnosine, a Substrate of Carnosinase-1, Influences Glucose Metabolism DOI:10.2337/db07-0177
5. L-carnosine (beta-alanyl-L-histidine) and carcinine (beta-alanylhistamine) act as natural antioxidants with hydroxyl-radical-scavenging and lipid-peroxidase activities. DOI:10.1042/BJ3040509
6. Boldyrev, A.A., Aldini, G., and Derave, W. Physiology and pathophysiology of carnosine. Physiol. Rev. 93(4), 1803-1845 (2013). DOI:10.1152/physrev.00039.2012
7. Ghodsi, R., and Kheirouri, S. Carnosine and advanced glycation end products: A systematic review. Amino Acids 50(9), 1177-1186 (2018). DOI:10.1007/s00726-018-2592-9
8. Tanaka, K.I., Sugizaki, T., Kanada, Y., et al. Preventive effects of carnosine on lipopolysaccharide-induced lung injury. Sci. Rep. 7:42813, (2017). DOI:10.1038/srep42813

L-카노신 준비 용품 및 원자재

원자재

준비 용품


L-카노신 공급 업체

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