L-(-)-프로린

L-(-)-프로린
L-(-)-프로린 구조식 이미지
카스 번호:
147-85-3
한글명:
L-(-)-프로린
동의어(한글):
(L)-프롤린;2-피롤리딘카복실산;L-(-)-프로린;L-프롤린;프롤린
상품명:
L-Proline
동의어(영문):
PRO;H-PRO-OH;L-PRO;l-prolin;(S)-PYRROLIDINE-2-CARBOXYLIC ACID;2-pyrrolidinecarboxylic acid;L-Pro-OH;(2S)-pyrrolidine-2-carboxylic acid;L-Poline;(S)-Prolin
CBNumber:
CB6118196
분자식:
C5H9NO2
포뮬러 무게:
115.13
MOL 파일:
147-85-3.mol

L-(-)-프로린 속성

녹는점
228 °C (dec.) (lit.)
알파
-85.5 º (c=4, H2O)
끓는 점
215.41°C (rough estimate)
밀도
1.35
증기압
0Pa at 25℃
FEMA
3319 | L-PROLINE
굴절률
-85 ° (C=4, H2O)
저장 조건
2-8°C
용해도
H2O: 50 mg/mL
물리적 상태
powder
산도 계수 (pKa)
1.95, 10.64(at 25℃)
색상
White
냄새
at 100.00 %. odorless
수소이온지수(pH)
6.0-7.0 (25℃, 1M in H2O)
?? ??
odorless
optical activity
[α]20/D 85.0±1.0°, c = 5% in H2O
수용성
soluble
감도
Hygroscopic
최대 파장(λmax)
λ: 260 nm Amax: 0.05
λ: 280 nm Amax: 0.05
JECFA Number
1425
Merck
14,7780
BRN
80810
안정성
Stable. Incompatible with strong oxidizing agents.
InChIKey
ONIBWKKTOPOVIA-UHFFFAOYSA-N
LogP
-2.54 at 20℃
CAS 데이터베이스
147-85-3(CAS DataBase Reference)
NIST
Proline(147-85-3)
EPA
L-Proline (147-85-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi,Xn
위험 카페고리 넘버 36/37/38-22
안전지침서 24/25-36/37/39-26
WGK 독일 3
RTECS 번호 TW3584000
F 고인화성물질 3-10
TSCA Yes
HS 번호 29339990
유해 물질 데이터 147-85-3(Hazardous Substances Data)
독성 LD50 orally in Rabbit: > 5110 mg/kg
기존화학 물질 KE-29975
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
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
NFPA 704
1
1 0

L-(-)-프로린 MSDS


2-Pyrrolidinecarboxylic acid

L-(-)-프로린 C화학적 특성, 용도, 생산

화학적 성질

L-Proline, an amino acid, is colorless to white crystal or crystalline powder that has a slight, characteristic odor with a slightly sweet taste. It is soluble in water, insoluble in ethanol, diethyl ether and n-butanol, yellow in case of hydrated ninhydrin test solution, glacial acetic acid Red after acidification; pH=6.3, decomposition point is 220-222°C; specific optical rotation [α]20D-85° (0.5-2.0mg/ml, H2O), [α]20D-60.4° (0.5-2.0mg /ml, 5mol/LHCl). It is synthesized from L-glutamine and L-glutamate via L-ornithine in intestine, and from L-ornithine in liver. It is widely used as an ingredient in infusion and infant formula.

출처

Reported found as a component in many proteins; also widely occurring as the free acid in natural products. A major constituent of collagen, the main fibrous protein found in bone, cartilage and other connective tissue.

용도

L-Proline is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.

제조 방법

Synthesis of L-proline: Using glutamic acid as a raw material, it is esterified with absolute ethanol under the catalysis of sulfuric acid, and triethanolamine is added to free the aminosulfate to obtain glutamic acid-δ-ethyl ester. The glutamic acid-δ-ethyl ester is then reduced with a metal reducing agent potassium borohydride to obtain crude proline, which is finally separated and purified to obtain crude L-proline.

정의

ChEBI: L-proline is pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. It has a role as a micronutrient, a nutraceutical, an algal metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a mouse metabolite and a member of compatible osmolytes. It is a glutamine family amino acid, a proteinogenic amino acid, a proline and a L-alpha-amino acid. It is a conjugate base of a L-prolinium. It is a conjugate acid of a L-prolinate. It is an enantiomer of a D-proline. It is a tautomer of a L-proline zwitterion.

benefits

L-proline is considered a non-essential amino acid as it can be synthesised from arginine via the urea cycle in liver, and from glutamine/glutamic acid in the intestinal epithelium. It has a number of beneficial properties including connective tissue strengthening, Stronger Connective Tissue, Decreased Risk Of Heart Disease, Maintenance Of Muscle Tissueand skin health.

일반 설명

L-Proline is a non-essential amino acid, which is a building block of proteins. Peptides bond to proline, making it a useful building block for proteins. It can be used as a cell culture media component for the commercial biomanufacturing of therapeutic recombinant proteins and monoclonal antibodies. L-Proline plays important roles in various biological processes. It is involved in the synthesis of collagen, which is one of the most abundant proteins in the human body and provides structural support to tissues such as skin, bone, cartilage, and tendons.

부작용

The only known side effects are reactions from taking too much L-proline, like all amino acids. It causes toxicity levels and amino acid imbalances in your body.

Purification Methods

A likely impurity is hydroxyproline. Purify L-proline via its picrate which is crystallised twice from water, then decomposed with 40% H2SO4. The picric acid is extracted with diethyl ether, the H2SO4 in solution is precipitated with Ba(OH)2, and the filtrate is evaporated. The residue is crystallised from hot absolute EtOH [Mellan & Hoover J Am Chem Soc 73 3879 1951] or EtOH/Et2O. Its solubility in H2O is >100%. It sublimes at 182-187o/0.3mm with 99.4% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. It is hygroscopic and is stored in a desiccator. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2178-2199 1961, Beilstein 22 III/IV 8, 22/1 V 31.]

L-(-)-프로린 준비 용품 및 원자재

원자재

준비 용품


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