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Merck
모든 사진(1)

주요 문서

83160

Sigma-Aldrich

L-Pyroglutamic acid

≥99.0% (T), for peptide synthesis

동의어(들):

(S)-(−)-2-Pyrrolidone-5-carboxylic acid, (S)-5-Oxo-2-pyrrolidinecarboxylic acid

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About This Item

실험식(Hill 표기법):
C5H7NO3
CAS Number:
Molecular Weight:
129.11
Beilstein:
82132
EC Number:
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

L-Pyroglutamic acid, ≥99.0% (T)

Quality Level

분석

≥99.0% (T)

형태

solid

광학 활성

[α]20/D −10.5±1°, c = 5% in H2O

광학 순도

enantiomeric ratio: ≥99:1 (GC)

반응 적합성

reaction type: solution phase peptide synthesis

무기 잔류물

≤0.05%

mp

155-162 °C
160-163 °C (lit.)

응용 분야

peptide synthesis

SMILES string

OC(=O)[C@@H]1CCC(=O)N1

InChI

1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1

InChI key

ODHCTXKNWHHXJC-VKHMYHEASA-N

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애플리케이션

L-Pyroglutamic acid is used in the synthesis of:
  • Nonproteinogenic amino acids such as (3S,4R)-3,4-dimethyl-L-pyroglutamic acid and (3S,4R)-3,4-dimethyl-L-glutamine.
  • Chiral N-heterocyclic carbenes (NHCs) as catalysts for the asymmetric dimerization of alkylarylketenes to give the corresponding α-quaternary β-alkylidenyl-β-lactones.

It is also used in the total synthesis of (−)-stemoamide and celogentin C.

픽토그램

Corrosion

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Total Syntheses of (?)-and (−)-Stemoamide
Jacobi PA and Lee K
Journal of the American Chemical Society, 122(18), 4295-4303 (2000)
Asymmetric Dimerization of Disubstituted Ketenes Catalyzed by N-Heterocyclic Carbenes
Lv H and Zhang et al.
advanced synthesis and catalysis, 350(17), 2715-2718 (2008)
Synthesis and analysis of the sterically constrained L-glutamine analogues (3S, 4R)-3, 4-dimethyl-L-glutamine and (3S, 4R)-3, 4-dimethyl-L-pyroglutamic acid
Acevedo CM et al.
Tetrahedron, 57(30), 6353-6359 (2001)
Total Synthesis of Celogentin C by Stereoselective C-H Activation
Feng Y and Chen G
Angewandte Chemie (International ed. in English), 122(5), 970-973 (2010)
Andrea Bednářová et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 164(1), 91-100 (2012-10-23)
Glucagon is conventionally regarded as a hormone, counter regulatory in function to insulin and plays a critical anti-hypoglycemic role by maintaining glucose homeostasis in both animals and humans. Glucagon performs this function by increasing hepatic glucose output to the blood

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