아세틸뉴라미닉애씨드

아세틸뉴라미닉애씨드
아세틸뉴라미닉애씨드 구조식 이미지
카스 번호:
131-48-6
한글명:
아세틸뉴라미닉애씨드
동의어(한글):
아세틸뉴라미닉애씨드
상품명:
N-Acetylneuraminic acid
동의어(영문):
SIALIC ACID;NAN;NEU5AC;NANA;NeuAc;(-)-N-ACETYLNEURAMINIC ACID;LACTAMINIC ACID;Acetylneuraminic acid;(4S,5R,6R,7S,8R)-5-Acetamido-4,6,7,8,9-pentahydroxy-2-oxononanoic acid;O-SIALIC ACID
CBNumber:
CB6713403
분자식:
C11H19NO9
포뮬러 무게:
309.27
MOL 파일:
131-48-6.mol
MSDS 파일:
SDS

아세틸뉴라미닉애씨드 속성

녹는점
184-186 °C
끓는 점
449.56°C (rough estimate)
알파
-32 º (c=2,water)
밀도
1.3580 (rough estimate)
굴절률
-32 ° (C=1, H2O)
저장 조건
-20°C
용해도
50g/L(20°C)
물리적 상태
합성, 결정질
산도 계수 (pKa)
2.41±0.54(Predicted)
색상
흰색에서 황백색까지
수용성
50g/L(20℃)
감도
Air Sensitive
Merck
14,8484
BRN
1716283
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
InChIKey
SQVRNKJHWKZAKO-PFQGKNLYSA-N
LogP
-1.897 (est)
CAS 데이터베이스
131-48-6(CAS DataBase Reference)
EPA
Neuraminic acid, N-acetyl- (131-48-6)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 22-24/25-36-26
WGK 독일 3
F 고인화성물질 3-10-23
위험 참고 사항 Irritant
TSCA Yes
HS 번호 29329970
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
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.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
NFPA 704
0
0 0

아세틸뉴라미닉애씨드 MSDS


o-Sialic acid

아세틸뉴라미닉애씨드 C화학적 특성, 용도, 생산

개요

N-acetylneuraminic acid is an N-acyl derivative of neuraminic or acid amino sugar derivative, derived from N-acetylmannosamine and pyruvic acid. It is an important constituent of glycoproteins and glycolipids. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria.

물리적 성질

The numbering of the sialic acid structure begins at the carboxylate carbon and continues around the chain. The configuration which places the carboxylate in the axial position is the alpha-anomer.
The alpha-anomer is the form that is found when sialic acid is bound to glycans, however, in solution it is mainly (over 90 %) in the beta-anomeric form. A bacterial enzyme with sialic acid mutarotase activity, NanM, has been discovered which is able to rapidly equilibrate solutions of sialic acid to the resting equilibrium position of around 90 % beta 10 % alpha.

Biosynthesis

In bacterial systems, sialic acids are biosynthesized by an aldolase enzyme. The enzyme uses a mannose derivative as a substrate, inserting three carbons from pyruvate into the resulting sialic acid structure. These enzymes can be used for chemoenzymatic synthesis of sialic acid derivatives.

Biological Functions

Sialic acid-rich glycoproteins (sialoglycoproteins) bind selectin in humans and other organisms. Metastatic cancer cells often express a high density of sialic acid-rich glycoproteins. This overexpression of sialic acid on surfaces creates a negative charge on cell membranes. This creates repulsion between cells (cell opposition) and helps these late-stage cancer cells enter the blood stream.
Sialic acid also plays an important role in human influenza infections.
Many bacteria also use sialic acid in their biology, although this is usually limited to bacteria that live in association with higher animals (deuterostomes). Many of these incorporate sialic acid into cell surface features like their lipopolysaccharide and capsule, which helps them evade the innate immune response of the host.[6] Other bacteria simply use sialic acid as a good nutrient source, as it contains both carbon and nitrogen and can be converted to fructose-6- phosphate, which can then enter central metabolism.
Sialic acid-rich oligo saccharides on the glyco conjugates ( glyco lipids, glyco proteins, proteoglycans) found on surface membranes help keep water at the surface of cells . The sialic acid - rich regions contribute to creating a negative charge on the cells' surfaces. Since water is a polar molecule with partial positive charges on both hydrogen atoms, it is attracted to cell surfaces and membranes. This also contributes to cellular fluid uptake.
Sialic acid can "hide" mannose antigens on the surface of host cells or bacteria from mannose - binding lectin . This prevents activation of complement.
Sialic acid in the form of poly sialic acid is an unusual posttranslational modification that occurs on the neural cell adhesion molecules (NCAMs). In the synapse, the strong negative charge of the polysialic acid prevents NCAM cross-linking of cells.

아세틸뉴라미닉애씨드 준비 용품 및 원자재

원자재

준비 용품


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