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257354

Sigma-Aldrich

1-Pyrenebutyric acid

97%

Synonym(s):

4-(1-Pyrenyl)butyric acid, PyBA

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About This Item

Empirical Formula (Hill Notation):
C20H16O2
CAS Number:
3443-45-6
Molecular Weight:
288.34
Beilstein:
2140554
EC Number:
222-354-7
MDL number:
MFCD00004141
UNSPSC Code:
12352103
PubChem Substance ID:
24855581
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

200

Assay

97%

form

powder

mp

184-186 °C (lit.)

fluorescence

λex 341 nm; λem 376 nm in methanol
λex 342 nm; λem 395 nm (Reaction product)

SMILES string

OC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C20H16O2/c21-18(22)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6H2,(H,21,22)

InChI key

QXYRRCOJHNZVDJ-UHFFFAOYSA-N

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General description

1-Pyrenebutyric acid (PBA) is a conjugated polymer that has a large π system and a carboxylic group. It is majorly used in surface functionalization. It has a high fluorescence efficiency and stability that make it useful in optoelectronic applications.[1][2]

Application

PBA can be grafted on the surface of graphene and can be used in sensors.[2] It can also be in the fabrication of ultracapacitor electrodes as alternative storage systems.[3] It can also be used in the formation of multi-layered film for photovoltaic applications.[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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
BCCL0612
BCCL1969
BCCJ1029
BCCH2734
BCCF6571

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Wei Song et al.
Biosensors & bioelectronics, 26(7), 3181-3186 (2011-01-25)
A highly efficient enzyme-based screen printed electrode (SPE) was obtained by using covalent attachment between 1-pyrenebutanoic acid, succinimidyl ester (PASE) adsorbing on the graphene oxide (GO) sheets and amines of tyrosinase-protected gold nanoparticles (Tyr-Au). Herein, the bi-functional molecule PASE was
On monolayer formation of pyrenebutyric acid on graphene
Hinnemo M, et al.
Langmuir, 33(15), 3588-3593 (2017)
Yuxi Xu et al.
Journal of the American Chemical Society, 130(18), 5856-5857 (2008-04-11)
Flexible graphene films were prepared by the filtration of water-soluble noncovalently functionalized graphene sheets with pyrenebutyrate. The work presented here will not only open a new way for preparing water-soluble graphene dispersions but also provide a general route for fabricating
Toshihide Takeuchi et al.
ACS chemical biology, 1(5), 299-303 (2006-12-14)
Intracellular delivery of bioactive molecules using arginine-rich peptides, including oligoarginine and HIV-1 Tat peptides, is a recently developed technology. Here, we report a dramatic change in the methods of internalization for these peptides brought about by the presence of pyrenebutyrate
Rui Campos et al.
ACS sensors, 4(2), 286-293 (2019-01-24)
In this work, we develop a field-effect transistor with a two-dimensional channel made of a single graphene layer to achieve label-free detection of DNA hybridization down to attomolar concentration, while being able to discriminate a single nucleotide polymorphism (SNP). The
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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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