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P9255

Pyridoxal 5′-phosphate hydrate

≥98%

Synonym(s):

Pyridoxal phosphate, 3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehyde, Codecarboxylase, PLP, Pyridoxal 5-phosphate

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About This Item

Empirical Formula (Hill Notation):
C8H10NO6P · xH2O
CAS Number:
853645-22-4
Molecular Weight:
247.14 (anhydrous basis)
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
24899020
EC Number:
200-208-3
Beilstein/REAXYS Number:
234749
MDL number:
MFCD00006333

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Product Name

Pyridoxal 5′-phosphate hydrate, ≥98%

InChI key

NGVDGCNFYWLIFO-UHFFFAOYSA-N

InChI

1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14)

SMILES string

CC1=NC=C(COP(O)(O)=O)C(C([H])=O)=C1O

biological source

synthetic (organic)

assay

≥98%

form

powder

technique(s)

HPLC: suitable

color

beige
 off-white to yellow

mp

140-143 °C

storage temp.

−20°C

Quality Level

200

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1 of 4

This Item
P9130P365782870
Pyridoxal 5′-phosphate hydrate ≥98%

Sigma-Aldrich

P9255

Pyridoxal 5′-phosphate hydrate

Pyridoxal hydrochloride ≥99% (HPLC)

Sigma-Aldrich

P9130

Pyridoxal hydrochloride

Pyridoxal 5′-phosphate hydrate powder, BioReagent, suitable for cell culture

Sigma-Aldrich

P3657

Pyridoxal 5′-phosphate hydrate

Pyridoxal 5′-phosphate monohydrate ≥97.0% (NT)

Sigma-Aldrich

82870

Pyridoxal 5′-phosphate monohydrate

technique(s)

HPLC: suitable

technique(s)

HPLC: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

enzyme immunoassay: suitable

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

biological source

synthetic

assay

≥98%

assay

≥99% (HPLC)

assay

≥98%

assay

≥97.0% (NT)

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

color

beige, off-white to yellow

color

white to off-white

color

off-white to yellow-brown

color

white to light yellow

Application

Pyridoxal 5′-phosphate hydrate has also been used:
  • as a reference standard to quantify vitamin B6 in feed and digesta samples using high performance liquid chromatography (HPLC)[1]
  • in D-amino acid transaminase reaction(10)
  • as a cofactor for L-glutamic acid decarboxylase[2]

Biochem/physiol Actions

Pyridoxal 5′-phosphate (PLP) aids in carbohydrate and fat metabolism by serving as a cofactor. It is majorly responsible for catalyzing the enzymatic reactions involved in sphingolipid synthesis and neurotransmitter (dopamine and serotonin) synthesis.[3] PLP is used in the studies of PLP-dependent enzyme active sites. PLP is also a cofactor for a wide range of enzymes including mitochondrial 5-Aminolevulinic acid synthase (ALAS)[4] cysteine desulfurase,[5] cystathionine γ-synthase (CGS),[6] ornithine 4,5-aminomutase (OAM),[7] and D-serine dehydratase.[8]

General description

Pyridoxal 5′-phosphate (PLP) is synthesized in a multiple-step process. The two pathways inlcude pyridoxal phosphate biosynthetic protein (PdxA)- pyridoxine-5′-phosphate synthase (PdxJ) pathway and the pyridoxal 5′-phosphate synthase subunit PDX1/PDX2 pathway.[9] It is the active form of pyridoxine.[3]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6481V
WXBF4815V
WXBF1702V
SLCL8133
SLCK7246

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Structure of the mitochondrial aminolevulinic acid synthase, a key heme biosynthetic enzyme
Brown BL, et al.
Structure, 26(4), 580-589 (2018)
A catalytic mechanism that explains a low catalytic activity of serine dehydratase like-1 from human cancer cells: crystal structure and site-directed mutagenesis studies
Yamada T, et al.
Biochim. Biophys. Acta Gen. Subj., 1780(5), 809-818 (2008)
Functional characterization of the eukaryotic cysteine desulfurase Nfs1p from Saccharomyces cerevisiae
Muhlenhoff U, et al.
Test, 279(35), 36906-36915 (2004)
Preparation, Stimulation and Other Uses of Adult Rat Brain Synaptosomes
Modi J, et al.
Bio-protocol, 7(24) (2017)
Structure of the cystathionine gamma-synthase MetB from Mycobacterium ulcerans
Clifton MC, et al.
Acta Crystallographica. Section F, Structural Biology Communications, 67(9), 1154-1158 (2011)
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Questions

1–3 of 3 Questions  

  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/418/501/product-dating-information-06-25-mk.pdf

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  2. Is the purity 100% stated on the certificate an as is value or an anhydrous value?

    1 answer

    1. The percentage purity reported in the Certificate of Analysis refers to the peak area corresponding to pyridoxal 5-phosphate as a percentage of the total area of all peaks present in the chromatogram during HPLC analysis. The reported value for the "Purity (HPLC)" specification does not consider water content, unlike Certified Reference Materials. However, water content is determined as a separate specification.

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  3. 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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