프로토폴린 IX

한글명:프로토폴린 IX

카스 번호553-12-8

상품명:Protoporphyrin IX

CBNumberCB0723565

분자식C34H34N4O4

포뮬러 무게562.66

MOL 파일553-12-8.mol

동의어(한글)

프로토폴린 IX

화학적 성질

녹는점	>300 °C(Solv: acetone (67-64-1))
끓는 점	629.06°C (rough estimate)
밀도	1.1829 (rough estimate)
굴절률	1.6000 (estimate)
저장 조건	2-8°C
용해도	DMSO (약간 용해됨)
물리적 상태	가루
색상	보라
수용성	106.9mg/L(25℃)
감도	light sensitive
Merck	13,7990
BRN	380795
안정성	감광성
InChIKey	FEDYMSUPMFCVOD-UJJXFSCMSA-N
CAS 데이터베이스	553-12-8
NIST	Protoporphyrin-1x(553-12-8)
EPA	Protoporphyrin IX (553-12-8)

위험 및 안전 성명

위험품 표기	Xi
위험 카페고리 넘버	36/37/38
안전지침서	26-36
WGK 독일	3
F 고인화성물질	8-10-23

그림문자(GHS)

프로토폴린 IX 화학적 특성, 용도, 생산

용도
Protoporphyrin IX has been used:
- as a standard in protoporphyrin assays
- in fluorescence spectra analysis
- to treat cells in cell culture to study heme-mediated ferroportin 1 transcription
정의
ChEBI: A cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyri s.
일반 설명
Protoporphyrin IX belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. It is the precursor of heme in its biosynthetic pathway.
효소 저해제
This iiron-free, immediate precusor of heme (FWfree-acid = 562.67 g/mol; CAS 553-12-8; brownish-yellow solid; soluble in a number of organic solvents; disodium and dipotassium salts solublized in the presence of Tween 80) has lmax values in 25% HCl are 602.4, 582.2, and 557.2 nm. Protoporphryrin IX is also an activator of guanylate cyclase. See also Iron Protoporphyrin IX; Heme; Hemin Target(s): aminolevulinate aminotransferase; 5-aminolevulinate synthase; glutamate: glyoxylate aminotransferase; glutathione S-transferase; glyoxalase I, or lactoylglutathione lyase; guanylate cyclase; heme oxygenase; hydroxymethylbilane synthase, or porphobilinogen deaminase; nitric-oxide synthase; porphobilinogen synthase, or 5-aminolevulinate dehydratase; succinyl-CoA synthetase; tryptophan pyrrolase, or tryptophan 2,3-dioxygenase; and uroporphyrinogen decarboxylase.
Purification Methods
Protoporphyrin IX (3,18-divinyl-2,7,13,17-tetramethylporphin-8,12-dipropionic acid, ooporphyrin) [553-12-8] M 562.7, pKEst ~ 4.8. Protoporphyrin IX is purified by dissolving (4g) in 98-100% HCOOH (85mL), diluting with dry Et2O (700mL) and keeping at 0o overnight. The precipitate is collected and washed with Et2O, then H2O, and dried in a vacuum at 50o over P2O5. It crystallises from aqueous pyridine and from Et2O in monoclinic, brownish-yellow prisms. The UV max values in 25% HCl are 557.2, 582.2 and 602.4nm. It is freely soluble in ethanolic HCl, AcOH, CHCl3, and Et2O containing AcOH. It forms sparingly soluble diNa and diK salts. [Ramsey Biochemical Preparations 3 39 1953, UV: Holden Aust J. Exptl Biol and Med Sci 15 412 1937, Garnick J Biol Chem 175 333 1948, IR: Falk & Willis Aust J Sci Res [A] 4 579 1951, Beilstein 26 IV 3042.]

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