跳轉至內容
Merck
全部照片(4)

重要文件

SBR00070

Sigma-Aldrich

Coumarin Labeled D-Lysine

Suitable for fluorescent microbial imaging

同義詞:

D-Lysine blue, D-Lysine, N6-[(7-hydroxy-2-oxo-2H-1-benzopyran-3-yl)carbonyl]- (ACI), FDAA

登入查看組織和合約定價


About This Item

經驗公式(希爾表示法):
C16H18N2O6
CAS號碼:
分子量::
334.32
分類程式碼代碼:
12352209
NACRES:
NA.21
暫時無法取得訂價和供貨情況

品質等級

形狀

solid

儲存溫度

−20°C

SMILES 字串

O=C(NCCCC[C@@H](N)C(O)=O)C1=CC2=CC=C(O)C=C2OC1=O

InChI

1S/C16H18N2O6/c17-12(15(21)22)3-1-2-6-18-14(20)11-7-9-4-5-10(19)8-13(9)24-16(11)23/h4-5,7-8,12,19H,1-3,6,17H2,(H,18,20)(H,21,22)/t12-/m1/s1

InChI 密鑰

QYOUXTJCRWPQLR-GFCCVEGCSA-N

一般說明

Bacterial Peptidoglycan is a polymer consisting of sugars and amino acids, a mesh-like rigid layer that forms the cell wall. D-Amino Acids (D-AAs) are metabolically incorporated onto the bacterial cell wall by D,D-transpeptidase and/or L,D-transpeptidase. It was recently discovered that those transpeptidases catalyze the metabolic incorporation of exogenous D-AAs with almost no restriction of the side-chain identity. [1] Modification of a D-AA with molecular fluorophores provides fluorescent d-amino acids that can efficiently label in situ peptidoglycan in diverse bacterial species.[2] Coumarin-labeled D-lysine is a fluorescent derivative of D-lysine that is obtained by a synthetic conjugation of D-lysine to the fluorophore. Coumarin labeled D-lysine has high biocompatibility and suitability for labeling peptidoglycans in live bacteria. Additionally, it can be used in tandem with other stains such as FITC-labeled Alanine (SBR00049) to distinguish between different bacteria. Other compatible products useful for live staining include: Rhodamine B labeled Polymyxin B, FITC Labeled D-Lysine, Alanine or Vancomycin and Dansyl labeled polymyxin B (SBR00036, SBR00050, SBR00049, SBR00028, SBR00029).

應用

Fluorescent labeled D-AAs can be used for many applications including:[3][4]
  • Bacterial cell wall morphology
  • Bacterial cell wall formation or remodeling activity
  • Bacterial viability/activity
  • Identify bacterial activity on surfaces or in substances
  • Differentiation between various bacterial strains according to their incorporation profile of different D amino acids and sugars[5]

分析報告

  • Fluorescent microscopyapplication: Coumarin Labeled D-lysine has excitation/emission wavelength rangeat 360/450 nm.
  • The recommended working concentrationin fluorescent microscopy imaging application is between 250µM-500 µM inworking medium
  • Aliquots of the DMSO solution can bestored at -20 ⁰C, protected from light for at least one month.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


從最近期的版本中選擇一個:

分析證明 (COA)

Lot/Batch Number

未看到正確版本?

如果您需要一個特定的版本,您可以透過批號來尋找特定憑證。

已經擁有該產品?

您可以在文件庫中找到最近購買的產品相關文件。

存取文件庫

Sheng Hong et al.
Chemical science, 11(17), 4403-4409 (2020-11-20)
Accumulating evidence indicates that colonized microbes play a crucial role in regulating health and disease in the human body. Detecting microbes should be essential for understanding the relationship between microbes and diseases, as well as increasing our ability to detect
Yen-Pang Hsu et al.
Chemical science, 8(9), 6313-6321 (2017-10-11)
Fluorescent d-amino acids (FDAAs) enable efficient in situ labeling of peptidoglycan in diverse bacterial species. Conducted by enzymes involved in peptidoglycan biosynthesis, FDAA labeling allows specific probing of cell wall formation/remodeling activity, bacterial growth and cell morphology. Their broad application
Helene Botella et al.
mBio, 8(5) (2017-09-14)
Peptidoglycan (PG), a polymer cross-linked by d-amino acid-containing peptides, is an essential component of the bacterial cell wall. We found that a fluorescent d-alanine analog (FDAA) incorporates chiefly at one of the two poles in Mycobacterium smegmatis but that polar
Felipe Cava et al.
The EMBO journal, 30(16), 3442-3453 (2011-07-28)
Production of non-canonical D-amino acids (NCDAAs) in stationary phase promotes remodelling of peptidoglycan (PG), the polymer that comprises the bacterial cell wall. Impairment of NCDAAs production leads to excessive accumulation of PG and hypersensitivity to osmotic shock; however, the mechanistic
Erkin Kuru et al.
Angewandte Chemie (International ed. in English), 51(50), 12519-12523 (2012-10-12)
Tracking a bug's life: Peptidoglycan (PG) of diverse bacteria is labeled by exploiting the tolerance of cells for incorporating different non-natural D-amino acids. These nontoxic D-amino acids preferably label the sites of active PG synthesis, thereby enabling fine spatiotemporal tracking

我們的科學家團隊在所有研究領域都有豐富的經驗,包括生命科學、材料科學、化學合成、色譜、分析等.

聯絡技術服務