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Merck
모든 사진(1)

주요 문서

56250

Sigma-Aldrich

trans-4-Hydroxy-L-proline

≥99.0% (NT), BioXtra

동의어(들):

(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp

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About This Item

실험식(Hill 표기법):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
Beilstein:
81441
EC Number:
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.26

제품명

trans-4-Hydroxy-L-proline, BioXtra, ≥99.0% (NT)

제품 라인

BioXtra

Quality Level

분석

≥99.0% (NT)

양식

solid

광학 활성

[α]20/D −76.0±1.5°, c = 5% in H2O

불순물

≤0.3% foreign amino acids

무기 잔류물

≤0.1% (as SO4)

손실

≤0.1% loss on drying, 110 °C

색상

colorless to white

mp

273 °C (dec.) (lit.)

음이온 미량물

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤100 mg/kg

양이온 미량물

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
NH4+: ≤100 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

응용 분야

peptide synthesis

SMILES string

O[C@H]1CN[C@@H](C1)C(O)=O

InChI

1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

InChI key

PMMYEEVYMWASQN-DMTCNVIQSA-N

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생화학적/생리학적 작용

Trans-4-Hydroxy-L-proline is used as a starting material in the synthesis of (-)-secrinine; the synthesis of prolinol-based nucleotide analogues with N-phosphonomethyl moiety attached to the nitrogen atom of prolinol ring and in asymmetric synthesis of the ABC-ring system of the antitumor antibiotic MPC1001.
Trans-4-Hydroxy-L-proline is used in the organic synthesis of depsilairdin analogues, noncompetitive peptidomimetic inhibitors of multidrug resistance P-glycoprotein and 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analogues.

기타 정보

Natural constituent of animal structural proteins such as collagen and elastin.
Enzymes and intermediates of hydroxyproline degradation

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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이미 열람한 고객

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E. Adams
Methods in Enzymology, 17B, 266-266 (1971)
Shahrzad Hosseininia et al.
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It remains to be shown whether OA shares molecular similarities between different joints in humans. This study provides evidence for similarities in cartilage molecular damage in osteoarthritic (OA) joints. Articular cartilage from osteoarthritic hip joints were analysed and compared to
Jacob Kofoed et al.
Chemical communications (Cambridge, England), (14)(14), 1482-1484 (2006-04-01)
The aldol reaction of acetone with aldehydes in aqueous medium under catalysis by zinc-proline (Zn(L-Pro)2) and secondary amines such as proline, (2S,4R)-4-hydroxyproline (Hyp) and (S)-(+)-1-(2-pyrrolidinomethyl)pyrrolidine (PMP) is shown to proceed by an enamine mechanism, as evidenced by reductive trapping of
Mari Ogawa-Ohnishi et al.
Nature chemical biology, 9(11), 726-730 (2013-09-17)
Hydroxyproline (Hyp) O-arabinosylation is a post-translational modification that is prominent in extracellular glycoproteins in plants. Hyp O-arabinosylation is generally found in these glycoproteins in the form of linear oligoarabinoside chains and has a key role in their function by contributing
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This study aimed to determine the effects of platelet-rich plasma (PRP) on the histologic, biochemical, and biomechanical properties of tissue-engineered cartilage. Chondrocytes isolated from bovine metacarpal-phalangeal articular cartilage were seeded on top of a porous ceramic substrate (calcium polyphosphate [CPP]).

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