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P7888

Sigma-Aldrich

DL-Propargylglycine

cystathionine γ-lyase inhibitor

Synonym(s):

2-Amino-4-pentynoic acid, PAG

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About This Item

Empirical Formula (Hill Notation):
C5H7NO2
CAS Number:
64165-64-6
Molecular Weight:
113.11
MDL number:
MFCD00056728
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24898885
NACRES:
NA.26
Pricing and availability is not currently available.

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

white

application(s)

cell analysis

storage temp.

−20°C

SMILES string

NC(CC#C)C(O)=O

InChI

1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)

InChI key

DGYHPLMPMRKMPD-UHFFFAOYSA-N

Related Categories

Application


  • Metabolic Labeling Strategy Boosted Antibacterial Efficiency for Photothermal and Photodynamic Synergistic Bacteria-Infected Wound Therapy.: This study demonstrates the enhanced antibacterial efficiency of a metabolic labeling strategy using ᴅʟ-Propargylglycine in photothermal and photodynamic therapy for treating bacteria-infected wounds (Li et al., 2022).

  • Metabolic Labeling of Peptidoglycan with NIR-II Dye Enables In Vivo Imaging of Gut Microbiota.: This research utilizes ᴅʟ-Propargylglycine for metabolic labeling, allowing near-infrared II imaging of gut microbiota in vivo, providing new insights into microbiome studies (Wang et al., 2020).

  • Hydrogen sulfide upregulated mRNA expressions of sodium bicarbonate cotransporter1, trefoil factor1 and trefoil factor2 in gastric mucosa in rats.: Investigates the role of ᴅʟ-Propargylglycine, in upregulating specific mRNA expressions in gastric mucosa, with implications for gastrointestinal research (Cheraghi et al., 2016).

Biochem/physiol Actions

DL-Propargylglycine (PAG) is an irreversible inhibitor of the enzyme cystathionine γ-lyase (GCL), a key enzyme involved in glutathione synthesis[1] and the metabolic transsulfuration pathway which regulates homocysteine concentration and mediates cysteine synthesis.[2] Treatment of animal disease models with PAG was shown to alleviate symptoms of diseases that impair the formation or action of hydrogen sulfide (H2S).[3][4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ2112
BCCC8887
BCBW6478
BCBS4901V
BCBP8223V

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Karen P Maruska et al.
The Journal of comparative neurology, 525(3), 610-638 (2016-08-11)
Neural communication depends on release and reception of different neurotransmitters within complex circuits that ultimately mediate basic biological functions. We mapped the distribution of glutamatergic, GABAergic, and cholinergic neurons in the brain of the African cichlid fish Astatotilapia burtoni using
Patrick Grabher et al.
NeuroImage. Clinical, 15, 494-501 (2017-06-27)
Brainstem networks are pivotal in sensory and motor function and in recovery following experimental spinal cord injury (SCI). To quantify neurodegeneration and its relation to clinical impairment in major brainstem pathways and nuclei in traumatic SCI. Quantitative MRI data of
Lambert Nzungize et al.
Journal of drug targeting, 27(9), 1004-1016 (2019-02-08)
Tuberculosis, especially multidrug resistant cases, remains an enormous public health threat. Mycobacterium tuberculosis metC (Rv3340) an enzyme involved in methionine biosynthesis was identified and characterised for antimicrobial susceptibility. We reported that the overexpression of Rv3340 in Mycobacterium smegmatis (Ms_Rv3340) produces
Csaba Szabó
Nature reviews. Drug discovery, 6(11), 917-935 (2007-10-20)
Hydrogen sulphide (H2S) is increasingly being recognized as an important signalling molecule in the cardiovascular and nervous systems. The production of H2S from L-cysteine is catalysed primarily by two enzymes, cystathionine gamma-lyase and cystathionine beta-synthase. Evidence is accumulating to demonstrate
Carolina P Lima et al.
The Journal of nutrition, 136(8), 2141-2147 (2006-07-22)
The transsulfuration pathway, which aids in regulating homocysteine concentration and mediates cysteine synthesis, may be sensitive to vitamin B-6 status because cystathionine beta-synthase (CBS) and cystathionine gamma-lyase (CGL) require pyridoxal 5'-phosphate (PLP). To assess relations between vitamin B-6 and transsulfuration
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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